Tag: M.W=200-300

Related Products of 450-88-4, These common heterocyclic compound, 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 1 -bromo-4-fluoro-2-methoxybenzene (CAS No. [450-88-4]; 10.0 g, 48.8 mmol) in concentrated sulfuric acid (50 mL) was cooled to 0 C and treated dropwise with a freshly prepared mixture of fuming nitric acid (1.05 eq., 2.1 mL, 51 mmol) and concentrated sulfuric acid (1.85 eq., 4.8 mL, 90 mmol). The reaction mixture was stirred at 0 C for 30 minutes and poured in small portions on ice water. The formed precipitate was filtered off, washed with cold water and kept. The filtrate was extracted with ethyl acetate and the organic layer combined with the isolated precipitate. The organic layer was dried with sodium sulfate and concentrated in vacuo. The obtained material was purified by flash chromatography (Si02-hexane/ ethyl acetate) to give the title compound (5.88 g, 44%).1H-NMR (400MHz, DMSO-de): delta [ppm] = 4.00 (s, 3H), 7.44 (d, 1 H), 8.40 (d, 1 H).UPLC- MS (ESI-): [M – H] = 248/250; R, = 1.17 min (Br isotope pattern; Method E).

The synthetic route of 450-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; PANKNIN, Olaf; RING, Sven; ZIMMERMANN, Katja; NEUHAUS, Roland; (153 pag.)WO2017/9325; (2017); A1;,
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Application of 6876-00-2, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6876-00-2, name is 1-Bromo-3-phenoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 18 4-(4-Chlorophenyl)-2-fluoro-4-methyl-1-(3-phenoxyphenyl)pent-2-ene The method of Example 16 was repeated using a Grignard reagent, prepared from 3-phenoxyphenyl bromide (0.19 g), tetrahydrofuran (2 ml) and magnesium (22 g), and 4-(4-chlorophenyl)-2-fluoro-4-methylpent-2-enyl acetate (Example 13) (0.12 g). The residue after evaporation was purified by preparative thin layer chromatography (solvent: diethyl ether/hexane; 1:9) and then preparative high performance liquid chromatography (column: C18; solvent: methanol; flow rate: 3 ml/min; to give the title compound (38 mg, 22%).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-phenoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; British Technology Group, Ltd.; US5880162; (1999); A;,
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Synthetic Route of 91273-58-4,Some common heterocyclic compound, 91273-58-4, name is ((3-Bromo-2-methylpropoxy)methyl)benzene, molecular formula is C11H15BrO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 5 rac. 4-Benzyloxy-3-methylbutyronitrile A solution of 3.38 g. (0.069 mole) of sodium cyanide and 8.4 g. (0.0345 mole) of rac. 3-benzyloxy-2-methyl-1-propyl bromide in 11.5 ml. of water and 45 ml. of ethanol was stirred and heated at reflux for 20 hours. The reaction mixture was cooled, diluted with water and the product was isolated by extraction with benzene and worked up as in Example 1. This afforded 6.4 g. of oily residue which was chromatographed on 350 g. of silica gel. Elution with 4:1 parts by volume and 2:1 parts by volume hexane: ether gave 5.8 g. (89%) of pure rac. 4-benzyloxy-3-methylbutyronitrile as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route ((3-Bromo-2-methylpropoxy)methyl)benzene, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US4041058; (1977); A;,
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Synthetic Route of 53087-13-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A degassed mixture of 3-benzyloxy-phenyl bromide (28) (0.2 g, 0.76 mmol), 3- cyanophenylboronic acid (0.223 g, 1.52 mmol), barium hydroxide (0.285 g, 1.67 mmol), Pd(PPh3)4 (0.088 g, 0.076 mmol), DME (5 mL) and H2O (3 niL) was heated (80C) for 6 hours with vigorous stirring under an argon atmosphere. The reaction mixture was cooled to RT, diluted with ethyl acetate, and filtered through a plug of celite. The filtrate was diluted with brine; the organic phase was separated, dried (MgSO4), and concentrated in vacuo. The residue obtained was purified by flash column chromatography (20% diethyl ether-hexane) to give 75 (0.130 g, 60% yield) as a viscous liquid.[0411] 75 was confirmed as follows: 1H NMR (500 MHz, CDCl3) delta 7.85 (t, J = 2.5 Hz, 1H), 7.78 (dt, J = 7.5 Hz, J = 1.5 Hz, 1H), 7.63 (dt, J = 8.0 Hz, J = 1.5 Hz, 1H), 7.53 (t, J = 8.0 Hz, 1H), 7.46 (d, J = 7.5 Hz, 2H), 7.44-7.37 (m, 3H), 7.35 (t, J = 7.0 Hz, 1H), 7.18-7.14 (m, 2H), 7.02 (dd, J = 8.5 Hz, J = 2.5 Hz, 1H), 5.17 (s, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(Benzyloxy)-3-bromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NORTHEASTERN UNIVERSITY; WO2009/52319; (2009); A1;,
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Related Products of 1515-89-5, A common heterocyclic compound, 1515-89-5, name is 1-Bromo-3-(methoxymethyl)benzene, molecular formula is C8H9BrO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 1-bromo-3-methoxymethyl-benzene. (286 mg, 1.42 MMOL) and bis- (PINACOLATE) DIBORON. (397 mg, 1.56 MMOL) in DMSO (8 mL) are added KOAC (419 mg, 4.27 MMOL) and Pd (DPPF) CI2. CH2CI2 (58 mg, 0.071 MMOL). The reaction mixture is stirred at 80 C under nitrogen atomosphere for 1 h. After dilution with ether, the mixture is washed with water (x2) and brine. The organic layer is dried over MGS04, filtered, and concentrated in vacuo. The residue is purified by silica gel column chromatography (n-hexane: EtOAc=10: 1) to give the corresponding boron ester.

The synthetic route of 1515-89-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/69256; (2004); A1;,
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Synthetic Route of 37895-73-1,Some common heterocyclic compound, 37895-73-1, name is 1,2-Dibromo-4,5-dimethoxybenzene, molecular formula is C8H8Br2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a Schlenk tube (20 mL) were added PdCl2(MeCN)2 (26 mg, 0.10 mmol) and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (SPhos, 0.16 g, 0.40 mmol). The Schlenk tube was capped with a rubber septum and then evacuated and purged with argon. The evacuation-purge operation was repeated twice. To the tube was added 1,4-dioxane (6.0 mL), 1,2-dibromobenzene (1.63 g, 0.82 mL, 5.0 mmol), NEt3 (3.04 g, 4.18 mL, 30.0 mmol), and pinacolborane (2.18 mL, 1.92 g, 15.0 mmol) in this order with syringes, respectively, through the septum. The reaction mixture was heated at 110 C and the progress of the reaction was monitored by gas chromatography. After the complete consumption of the dibromide was confirmed, the reaction mixture was then allowed to cool to room temperature. The resulting solution was filtered through a thin pad of Celite with EtOAc as the eluent. The organic solvent was removed under reduced pressure to give the crude product, which was purified by column chromatography on silica gel followed by recrystallization from hexane at -20 C, giving rise to 1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (3h, 0.83 g, 51%) as a colorless solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Dibromo-4,5-dimethoxybenzene, its application will become more common.

Reference:
Article; Shimizu, Masaki; Nagao, Ikuhiro; Tomioka, Yosuke; Kadowaki, Tsugumi; Hiyama, Tamejiro; Tetrahedron; vol. 67; 41; (2011); p. 8014 – 8026;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 887581-09-1, name is (2-Bromo-5-methoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H10BrNO

General procedure: A 25 mL Schlenk tube wascharged with a magnetic stirrer and DMSO (2.0 mL). Substituted(2-bromophenyl)methylamine (1) (0.5 mmol), amidine hydrochloride (2) (1.0 mmol),CuBr (0.1 mmol, 14.2 mg), and K2CO3 (1.5 mmol, 207 mg) were added to the tube.The mixture was stirred at 80-120 oC under nitrogen atmosphere for 24 h, and thenunder air for 0.5 h. The resulting mixture was cooled to room temperature and filtered,and the solid was washed with ethyl acetate for two times (3 ¡Á 3 mL). The combinedfiltrate was concentrated by the rotary evaporator, and the residue was purified bycolumn chromatography on silica gel using petroleum ether/ ethyl acetate as eluent togive the desired target product.

The synthetic route of 887581-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Qing; Zhao, Yufen; Fu, Hua; Cheng, Changmei; Synlett; vol. 24; 16; (2013); p. 2089 – 2094;,
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Reference of 36805-97-7, The chemical industry reduces the impact on the environment during synthesis 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, I believe this compound will play a more active role in future production and life.

To a hot (80 C)solution of 4-bromo-3-methyl benzoic acid (3.00 g, 13.95 mmol) in toluene (250mL), N,N-dimethylformamide di-tert-butylacetal (11.35 g, 50.2 mmol) was added. The mixture was stirred at 80 C for 8 hand at rt for 16 h before another portion of N,N-dimethylformamidedi-tert-butyl acetal (5.67 g, 25.1mmol) was added. Stirring was continued at 80 C for 16 h. The mixture wascooled to rt, diluted with EtOAc and washed with sat. aq. NaHCO3-solutionfollowed by water. The org. layer was separated, dried over Na2SO4,filtered, evaporated and dried under high vacuum at 40 C to give tert-butyl 4-bromo-3-methyl benzoate(2.31 g, 61%) as a pale yellow oil; LC-MS: tR = 1.10 min, [M+1]+ = not detectable. 1HNMR (CDCl3): d 7.86(s, 1 H), 7.66 (d, J = 8.3 Hz, 1 H), 7.59 (d, J = 8.3 Hz, 1 H),2.46 (s, 3 H), 1.61 (s, 9 H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lescop, Cyrille; Mueller, Claus; Mathys, Boris; Birker, Magdalena; De Kanter, Ruben; Kohl, Christopher; Hess, Patrick; Nayler, Oliver; Rey, Markus; Sieber, Patrick; Steiner, Beat; Weller, Thomas; Bolli, Martin H.; European Journal of Medicinal Chemistry; vol. 116; (2016); p. 222 – 238;,
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Related Products of 52411-34-4,Some common heterocyclic compound, 52411-34-4, name is 1,2-Bis(o-aminophenoxy)ethane, molecular formula is C14H16N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

244kg 1,2-bis(o-aminophenoxy)ethane, 600kg mass percentage concentration of 30% hydrochloric acid and 1500kg water was stirred and beaten. Add 2000kg ice to cool to 5 deg.C. Add 363kg mass percentage concentration of 40% sodium nitrite to start diazotization. At diazotization end, eliminate excess sodium nitrite, to give a diazonium salt solution.280kg 5-aminoacetylacetylbenzimidazolone, dissolved in 250kg mass percentage concentration of 30% aqueous sodium hydroxide and 3000kg of water. Adjust the temperature to 5 deg.C. Add in a fine stream 1500 mass concentration of 10% diluted acetic acid until the acid precipitation end, pH value of 7, to obtain a coupling solution.The diazonium salt solution was slowly added over 3 hours to the coupling solution to undergo reaction. The pH during the coupling process was maintained using 850kg 30% concentration sodium bicarbonate to control the system pH to 7. The coupling ends. Temperature was raised to 90 deg. C, and maintained at this temperature for 2 hours, filtered to give the crude pigment filter cake. 1660kg solid content of 40% of the crude pigment filter cake was added to 4000kgDMF slurried in good stirring and heated to reflux, 5-8 hours of incubation, washing, drying at 85-90 deg.C under pulverized to obtain 665kg products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Bis(o-aminophenoxy)ethane, its application will become more common.

Reference:
Patent; Shangyu?City Xinli Chemical Co.,Ltd.; Chen, Jianxin; Ni, Yuebiao; Zhang, Lixin; Fang, Biao; (15 pag.)CN105670340; (2016); A;,
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Related Products of 53087-13-1, The chemical industry reduces the impact on the environment during synthesis 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, I believe this compound will play a more active role in future production and life.

The (2S,4R)-4-(3-hydroxyphenyl)-4-methoxy-2-methyltetrahydropyran, used as a starting material, was obtained as follows: A Grignard reagent was prepared by heating a mixture of 3-benzyloxybromobenzene (4.2 g), magnesium (0.4 g), and tetrahydrofuran (10 ml) to reflux for 30 minutes. The mixture was allowed to cool to approximately 40 C. and a solution of (2S)-2-methyltetrahydropyran-4-one (1.55 g) in tetrahydrofuran (7 ml) was added dropwise. The mixture was stirred and warmed to 40 C. for 3 hours. The mixture was partitioned between ethyl acetate and cold dilute aqueous hydrochloric acid solution. The organic phase was washed with a saturated aqueous sodium chloride solution, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 10:3 v/v mixture of toluene and ethyl acetate as eluent. There was thus obtained, as a mixture of diastereoisomers, (2S,4R)- and (2S,4S)-4-(3-benzyloxyphenyl)-4-hydroxy-2-methyltetrahydropyran (3.71 g, 92%), as an oil, which was partly separated to give a fraction (2.33 g) which was enriched in the less polar diastereoisomer. Sodium hydride (55% w/w dispersion in mineral oil, 0.39 g) was added to a solution of the enriched fraction so obtained (2.33 g) in dimethylformamide (16 ml) which had been cooled to -5 C. and the mixture was stirred at this temperature for 1 hour. Methyl iodide (0.61 ml) was added and the mixture was stirred for 2 hours and allowed to warm to ambient temperature. The mixture was partitioned between ethyl acetate and ice-cold water. The organic phase was washed with a saturated aqueous sodium chloride solution, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 20:1 v/v mixture of toluene and ethyl acetate as eluent. There was thus obtained (2S,4R)-4-(3-benzyloxyphenyl)-4-methoxy-2-methyltetrahydropyran (1.99 g, 82%), as an oil. NMR Spectrum: (CDCl3, delta values) 1.2(d, 3H), 1.5-1.65(m, 1H), 1.9-2.05(m, 3H), 2.96(s, 3H), 3.8-4.0(m, 3H), 5.1(s, 2H), 6.85-7.05(m, 3H), 7.2-7.5(m, 6H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(Benzyloxy)-3-bromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Imperial Chemical Industries PLC; ICI Pharma; US5134148; (1992); A;,
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