Author: Jessica.F

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene, A new synthetic method of this compound is introduced below., Computed Properties of C10H14O3

To a two-necked round-bottom flask containing a solution of (CH2O)n (0.030 g, 1 mmol) and HCl (37%, 0.5 mL) in AcOH (5 mL) was added, by means of a syringe pump (rate=10 mL/h), a solution of 3,4,5-trimethoxy-toluene (0.182 g, 1 mmol) in AcOH (5 mL) over a period of 30 min at 20 C. The solution was stirred for another 30 min. The mixture was then poured into EtOAc (40 mL) and washed with H2O (1×40 mL) and a saturated NaHCO3 aqueous solution (3×40 mL). The organic layer was dried (Na2SO4), filtered, and concentrated in vacuo to give a transparent oil (0.209 g) containing 2-chloromethyl-3,4,5-trimethoxytoluene in 77% yield, and 2,2′,3,3′,4,4′-hexamethoxy-6,6′-dimethylbiphenyl-methane (23%) as the main by-product. Purification of 2-chloromethyl-3,4,5 trimethoxytoluene by alumina or silica gel chromatography was fruitless since 2-chloromethyl-3,4,5-trimethoxytoluene, in the presence of traces of H2O, reacted to give the corresponding benzyl alcohol. Using the NMR spectra of a pure sample of 2,2′,3,3′,4,4′-hexamethoxy-6,6′-dimethylbiphenylmethane as reference (see Supporting Information in Appendix E), the characteristic signals of 2-chloromethyl-3,4,5-trimethoxytoluene were detected in the NMR spectra of the final reaction mixture. 1H NMR (200 MHz, CDCl3, ppm): delta2.37 [s, 3H, CH3], 3.84-3.96 [9H, 3×OCH3], 4.68 [s, 2H, CH2], 6.52 [s, 1H, ArH]. 13C NMR (200 MHz, CDCl3, ppm): delta18.7, 38.6, 55.7, 60.6, 61.4, 109.3, 121.9, 133.4, 140.0, 152.2, 153.4. MS m/z (%): 230 (31), 215 (1), 195 (100), 180 (40), 165 (5), 150 (12), 137 (12), 120 (6), 105 (7), 91 (5), 77 (6), 66 (5).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Bjorsvik, Hans-Rene; US2008/287702; (2008); A1;,
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Related Products of 41365-75-7, The chemical industry reduces the impact on the environment during synthesis 41365-75-7, name is 1-Amino-3,3-diethoxypropane, I believe this compound will play a more active role in future production and life.

Step 1 : N-(3,3-diethoxypropyl)pyridine-3-carboxamide (2a) Pyridine-3-carbonyl chloride (10 g, 56.2 mmoles, 1 eq.) was dissolved in DMF (50 mL) and CH3CN (200 mL) with TEA (19.5 mL, 140.4 mmoles, 2.5 eq.). 3,3-diethoxypropan-1 -amine (10.35 g, 70.2 mmoles, 1 .25 eq.) in CH3CN (20 mL) was added at 0C. The solution was stirred overnight then was concentrated, diluted with DCM and washed with sat. NaHC03 and brine. The organic phase was then separated, dried over sodium sulphate and evaporated in vacuum to obtain N-(3,3-diethoxypropyl)pyridine-3- carboxamide 2a (6.8 g, Y= 45%). LC-MS (M-H+): 253.0.

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-Amino-3,3-diethoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; GAROFALO, Barbara; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; CORSO, Gaia; MAGARO’, Gabriele; FURLOTTI, Guido; IACOANGELI, Tommaso; (108 pag.)WO2016/96631; (2016); A1;,
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Related Products of 41365-75-7, A common heterocyclic compound, 41365-75-7, name is 1-Amino-3,3-diethoxypropane, molecular formula is C7H17NO2, 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.

Step 1: tert-Butyl (3,3-diethoxypropyl)carbamate A solution of di-tert-butyl dicarbonate (6.74 g, 31.0 mmol) in DCM (50 mL) was added to a solution of 1-amino-3,3-diethoxypropane (5.0 g, 34.0 mmol) in DCM (50 mL). The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was washed with 10% aqueous potassium hydrogen sulfate and the organic phase dried (magnesium sulfate), filtered and the solvent evaporated at reduced pressure to afford the title product (8.13 g, 100%). 1H NMR (400 MHz, CDCl3): delta 5.00 (s, 1H), 4.56-4.53 (m, 1H); 3.69-3.62 (m, 2H); 3.54-3.46 (m, 2H); 3.24-3.20 (m, 2H); 1.84-1.80 (m, 2H); 1.49 (s, 9H); 1.23-1.19 (m, 6H).

The synthetic route of 41365-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chiesi Farmaceutici S.p.A.; RANCATI, Fabio; Linney, Ian; Knight, Chris; Schmidt, Wolfgang; US2014/163066; (2014); A1;,
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Electric Literature of 43229-65-8, The chemical industry reduces the impact on the environment during synthesis 43229-65-8, name is N-Benzyl-1-(4-methoxyphenyl)propan-2-amine, I believe this compound will play a more active role in future production and life.

1) A compound of the formula II (178.1 g) and a compound of the formula III (161.7 g) are added to a reaction flask and stirred.Heat to internal temperature 90-100 C, reaction 2-3h, to internal temperature 120-130 C, reaction 2-3h to complete(HPLC detection, the peak area is calculated according to the normalization method, and the compound of the formula III is less than 10%, the reaction is considered complete), and the compound of formula IV is obtained, 320.5g,After cooling to 70 ± 5 C, it was dissolved in anhydrous ethanol (220 mL) to prepare for the next step.

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, N-Benzyl-1-(4-methoxyphenyl)propan-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangzhou Health Yuan Breathe Pharmaceutical Engineering Co., Ltd.; Shanghai Fangyu Health Pharmaceutical Technology Co., Ltd.; Yu Xiong; Xiao Duzheng; Zheng Guangji; Chen Yuhua; Yuan Xilun; (28 pag.)CN109535027; (2019); A;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-1,1-dimethoxyethane

[000398] A mixture of Compound 24A (10 g, 89 mmol), 2-bromo-l,l- dimethoxyethane(15 g, 89 mmol), K2C03 (18.4 g, 134 mmol), KI (100 mg) in DMF (100 mL) was stirred at reflux for 3 h, then cooled to rt, and filtered. The filtrate was added water (200 mL), extracted with ethyl acetate (100 mL x 2), washed with water (100 mL x 3), brine (100 mL x 1), dried over Na2S04, concentrated, and purified by silica gel column chromatography (ethyl acetate in petroleum ether, 10% v/v) to render Compound 24B (15 g, yield 85%>) as a colorless liquid. 1H-NMR (CDC13, 400 MHz) major characteristic peaks: delta (ppm) 3.46 (s, 6H), 3.96 (d, J= 5.2 Hz, 2H), 4.71 (t, J= 5.6 Hz, 1H), 6.90 (m, 2H), 7.26 (m, 2H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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Related Products of 886762-08-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 886762-08-9 name is 5-Bromo-2-(trifluoromethoxy)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of 76 (120 mg, 0.37 mmol) in dry pyridine (12 mL) under N2 at RT, was added 2,4-difluorobenzenesulphonyl chloride (159 mg, 0.74 mmol) in CH2Cl2 (1.5 mL) dropwise over 5 min. The mixture was stirred at 45 C under N2 for 16 , and the solvent then removed under reduced pressure. The reaction was quenched with a little water and the resulting solid collected by filtration and washed with water and Et2O. Purification was carried out by trituration with hot CH2Cl2/MeOH solution to give 4 as a pale brown solid (65%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-(trifluoromethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Article; Spicer, Julie A.; Miller, Christian K.; O’Connor, Patrick D.; Jose, Jiney; Huttunen, Kristiina M.; Jaiswal, Jagdish K.; Denny, William A.; Akhlaghi, Hedieh; Browne, Kylie A.; Trapani, Joseph A.; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 139 – 155;,
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Application of 36865-41-5, The chemical industry reduces the impact on the environment during synthesis 36865-41-5, name is 1-Bromo-3-methoxypropane, I believe this compound will play a more active role in future production and life.

To a solution of the compound of Reference Example 76-1 (94.0 mg, 0.21 mmol) in DMF (5 mL), potassium carbonate (87.0 mg, 0.63 mmol) and 1-bromo-3-methoxypropane (48.0 mg, 0.31 mmol) were added, and the mixture was stirred at room temperature overnight. A saturated aqueous solution of ammonium chloride was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of ammonium chloride twice and with a saturated saline solution once, then dried over sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain the title compound (105.0 mg, 96%). MS (ESI+) 522 (M+1, 100%)

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-Bromo-3-methoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Dainippon Pharma Co., Ltd.; IKUMA Yohei; FUKUDA Nobuhisa; IWATA Masato; KIMURA Hidenori; SUZUKI Kuniko; EP2876105; (2015); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, A new synthetic method of this compound is introduced below., name: 2-(2-Chloroethoxy)acetic acid

A mixture of 2-(2-chloroethoxy)acetic acid (48 mg,0.34 mmol), compound 23 (200 mg, 0.34 mmol) and N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline(100 mg, 0.41 mmol) in THF (4 mL) was stirred at 60 C for 4 h when TLC analysis indicated completionof reaction. The reaction mixture was concentrated in vacuum and THF (5 mL) was added to theresidue. To the stirred mixture was added NaH (40 mg, 1 mmol) in portions at room temperature. Afteraddition, the mixture was stirred at room temperature for 5 h and TLC showed reaction was complete.Then NH4Cl solution (0.2 mL, concentrated solution) was added and the mixture was concentrated invacuum.The residue was recrystallized fromn-hexane and ethyl acetate to give 24zc as a brown solid(174 mg, 76.0% yield). 1H-NMR: 11.84 (s, 1H), 10.45-10.39 (m, 1H), 8.47 (s, 3H), 8.02 (s, 2H), 7.41-7.39(m, 3H), 7.28-7.26 (m, 3H), 7.23-7.19 (m, 2H), 4.90 (m, 1H), 4.34-4.28 (qd, J = 7.2 Hz, 2H), 3.92-3.89(m, 2H), 3.68-3.59 (m, 2H), 3.40-3.38 (m, 2H), 3.17-3.07 (m, 2H), 1.33-1.30 (t, J = 7.2 Hz, 3H). ESI-MS(m/z) = 695.17 [M + Na]+

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Wei, Qunchao; Zheng, Zhichao; Zhang, Shijun; Zheng, Xuemin; Meng, Fancui; Yuan, Jing; Xu, Yongnan; Huang, Changjiang; Molecules; vol. 23; 8; (2018);,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1579-40-4, name is Di-p-tolyl Ether, A new synthetic method of this compound is introduced below., Safety of Di-p-tolyl Ether

In einem mit Argon begasten 100 ML Reaktor werden 2 g 4, 4′-OXYBIS (toluen) (CAS Reg. Nr. 1579-40-4) [10 mmol] in 39.2 ml Acetonitril unter Zusatz von 0.8 ML Dimethylsulfoxid [11. 2 mmol] bei 75 C geloest. Zur Loesung werden 60 mg Cu (OAc) 2, 30 mg FES04-7 H20 und 10 ml Wasser beigefuegt. 10.8 g NA2S208 geloest in 30 ML Wasser werden anschliessend unter heftigem Ruehren zugetropft. Nach 45 Minuten ist die Reaktion beendet. Die organische Phase wird mit Ethylacetat erschoepfend extra- hiert. Die gebildeten Produkte werden mit Hilfe der HPLC untersucht. Die Ausbeute des Dialdehyds 4, 4′-OXYBIS (benzaldehyd) (CAS Reg. Nr. 2215-76-1) betraegt 87 mol%. Damit liegt diese Ausbeute gegenueber den Ausbeuten mit bisher bekannten Oxidationsverfahren von 30-40% wesentlich hoeher, wodurch sich die Selektivitaet des erfindungsgemaessen Verfahrens auszeichnet.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; TEX-A-TEC AG; WO2004/43891; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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. Recommanded Product: 1,1-Di-tert-butoxy-N,N-dimethylmethanamine

Hexadecandioic acid (40.0 g, 140 mmol) was suspended in toluene (250 ml) and the mixture was heated toreflux. N,N-Dimethylformamide di-tert-butyl acetal (76.3 g, 375 mmol) was added drop-wise over 4 hours. The mixturewas refluxed overnight. The solvent was removed in vacuo at 50 C, and the crude material was suspended in dichloromethane/ethyl acetate (500 ml, 1:1) and stirred for 15 mins. The solids were collected by filtration and triturated withdichloromethane (200 ml). The filtrated were evaporated in vacuo to give crude mono-tert-butyl hexadecandioate, 30grams. This material was suspended in dichloromethane (50 ml), cooled with ice for 10 mins, and filtered. The solventwas removed in vacuo to leave 25 gram crude mono-tert-butyl hexadecandioate, which was recrystallized from heptane(200 ml) to give mono-tert-butyl hexadecandioate, 15.9 g (33 %). Alternatively to recrystallization, the mono-ester canbe purified by silica chromatography with ethyl acetate/heptane. 1H-NMR (CDCl3) delta: 2.35 (t, 2H), 2.20 (t, 2H), 1.65-1.55(m, 4H), 1.44 (s, 9H), 1.34-1.20 (m, 20 H).

The synthetic route of 1,1-Di-tert-butoxy-N,N-dimethylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novo Nordisk A/S; HOEG-JENSEN, Thomas; JAKOBSEN, Palle; SENSFUSS, Ulrich; FLEDELIUS, Christian; RIBEL-MADSEN, Ulla; (32 pag.)EP2448962; (2016); B1;,
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