Category: ethers-buliding-blocks

Application of 53087-13-1, These common heterocyclic compound, 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, 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.

2) 1-benzyloxy-3-bromobenzene (2) undergoes Gridnard reaction to prepare 3-benzyloxyphenyl magnesium bromide, 3-benzyloxyphenyl magnesium bromide undergoes esterification, hydrolysis reaction to prepare the compound 3-benzyloxybenzeneboronic acid (3)In a 250mL two-necked flask add a clean magnesium ribbon 2.18g (90mmol), three grain-doses of iodine. Under nitrogen protection, add 1-benzyloxy-3-bromobenzene (2) 15.79g (60mmol) in dry tetrahydrofuran 40mL, the reaction was heated at reflux for 5 hours to obtain a Grignard reagent 3-benzyloxyphenyl magnesium bromide. The above-described dry tetrahydrofuran was cooled to room temperature, at minus 20 degrees Celsius was added dropwise trimethyl borate 9.36g (90mmol) in dry tetrahydrofuran solution. After addition, 3 hours reaction at room temperature. Then, 100mL saturated aqueous ammonium chloride was added and then hydrolysis reaction overnight. After reaction was complete, recover tetrahydrofuran under reduced pressure, and then acetic acid was added 100mL extraction with ethyl acetate, the organic phasewas washed with water and saturated sodium chloride solution and finally organic phase was dried over anhydrous sodium sulfate and the solvent evaporatedunder reduced pressure to give a white 3-benzyloxybenzene boronic acid (3)7.53g of crude product, yield 55%.

The synthetic route of 53087-13-1 has been constantly updated, and we look forward to future research findings.

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. 16618-68-1, name is 3-Bromo-5-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H8BrNO

To a mixture of aq. formaldehyde (37wt%, 4.47mL, 60.0mmol) in THF (15mL) and aq. H2SO4 (3.0molL-1, 4.00mL) in an open flask was added via dropping funnel a suspension of 3-bromo-5-methoxyaniline (3.03g, 15.0mmol) and NaBH4 (1.70g, 45.0mmol) in THF (15mL) over 1hat 15C±5C (inside temperature). After 30min of stirring, pH 8 was adjusted with aq. sat. Na2CO3 and concentrated in vacuo. The residue was diluted with water (80mL) extracted with CH2Cl2 (3×100mL). The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was suspended with CH2Cl2, filtered and the filtrate was concentrated in vacuo to give 3-bromo-5-methoxy-N,N-dimethylaniline (7) as an orange oil (1.81g, 52%): Rf 0.81 (CH2Cl2 100%); numax (neat): 2935m, 2358w, 1604s, 1557s, 1495m, 1431m, 1358w, 1319w, 1276w, 1238m, 1149m, 1060m, 996m, 875w, 812w, 788m, 675w; 1H NMR (500MHz, CDCl3) delta=6.47 (1H, dd, 4J 2.2, 1.7, C2H); 6.42 (1H, dd, 4J 2.0, 1.7, C6H), 6.13 (1H, t, 4J 2.2, C4H), 3.77 (3H, s, OCH3), 2.92 (6H, s, N(CH3)2); 13C NMR (125MHz, CDCl3) delta=161.1 (C5), 152.3 (C3), 123.5 (C1), 108.6 (C2), 104.7 (C6), 97.7 (C4), 55.4 (OCH3), 40.4 (N(CH3)2); ESI-MS: m/z calcd. for C9H13NO+ 230.0175 found 230.0173 [M+H+].

The synthetic route of 16618-68-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 59557-91-4, 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. 59557-91-4, name is 4-Bromo-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Embodiment 8A 4-Bromo-2-methoxy-5-nitroaniline 2-Methoxy-4-bromoaniline (5.00g, 24.75mmol) was added to concentrated H2SO4 (50mL) at 0 to 5C and then guanidine nitrate (3.02g, 24.75mmol) was added in batches. The mixture was stirred at 0 to 5C for 30 minutes. TLC showed the reaction was complete and the reaction mixture was slowly added dropwise to a solution of NaHCO3 (100g) in water (1L), the temperature was controlled below 15C. The resulting mixture was filtered to deliver the title compound (yellow solid, 5.40g, yield 83.90%). 1H NMR (400MHz, CDCl3): delta, 7.39 (s, 1H), 7.01 (s, 1H), 4.09 (br. s., 2H), 3.96 (s, 3H).

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, 4-Bromo-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, A new synthetic method of this compound is introduced below., Product Details of 1462-37-9

To a solution of 4-hydroxy-3,5-dimethylbenzaldehyde (6.84 g, 0.0455 mol) in anhydrous DMF (15 mL) was added NaH in mineral oil (60percent, 2.23 g, 0.0558 mol). (2-Bromo-ethyoxymethyl)-benzene (10.0 g, 0.0465 mol) was added and the reaction was kept at 65° C. overnight. The reaction mixture was poured into water and extracted with dichloromethane to yield (4-(2-benzyloxy-ethoxy)-3,5-dimethylbenzaldehyde (10.5 g, 81percent), which was used for next step reaction without further purification

The synthetic route of 1462-37-9 has been constantly updated, and we look forward to future research findings.

Application of 645-36-3, 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. 645-36-3 name is 2,2-Diethoxyethanamine, 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.

To a stirred solution of 2-bromo-5-(trifluoromethyl)benzoic acid (5 g, 18.59 mmol) in 50 mL DMF at 0 C was added HATU (10.60 g, 27.9 mmol) and triethylamine (3.89 ml, 27.9 mmol). The reaction mixture was stirred for 15 min. and then 2, 2-diethoxyethanamine (4.05 ml, 27.9 mmol) was added to it and the reaction mixture was slowly warmed to room temperature and stirred for 12 h. The reaction mixture was diluted with ice cold water, and the precipitate obtained was filtered and the residue was dissolved in ethyl acetate, dried over sodium sulphate and concentrated to get the product as white solid. (Yield = 6 g, 85%). NMR (400 MHz, Chloroform-if) delta 7.82 (d, J = 2.8 Hz, 1H), 7.76 (d, J = 8.3 Hz, 1H), 7.55 (d, J = 8.3 Hz, 1H), 6.33 (s, 1H), 4.69 (dd, J = 6.0, 3.6 Hz, 1H), 3.83 – 3.72 (m, 2H), 3.68 – 3.57 (m, 4H), 1.30 – 1.18 (m, 6H). LCMS (ESI) : m/z 406.07 & 408.07(M+Na)+

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

Electric Literature of 20781-20-8,Some common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, molecular formula is C9H13NO2, 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 2,4- dimethoxybenzaldehyde (Sigma-Aldrich, 5.00 g, 30.1 mmol) in MeOH (100 mL) was added 2,4-dimethoxybenzylamine (Sigma-Aldrich, 5.53 mL, 33.1 mmol). The resulting mixture was stirred at RT for 1 h and then sodium borohydride (1.30 g, 34.3 mmol) was added slowly. Gas evolution was observed. After stirring at RT overnight, the reaction was quenched with water and then partially concentrated to remove MeOH in vacuo. The residue was extracted with EtOAc (3X). The combined organic layers were washed with brine (1X), dried over anhydrous magnesium sulfate and concentrated in vacuo to afford 98.1 as a colorless oil. The product was used directly in the next step. LCMS-ESI (pos.) m/z: 318.2 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2,4-Dimethoxyphenyl)methanamine, its application will become more common.

Some common heterocyclic compound, 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, molecular formula is C10H10O2, 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. Safety of 3,5-Dimethoxyphenylacetylene

General procedure: To a solution of an alkyne 2 (1.2 equiv) in anhydrous toluene (3 mL) under an argon atmosphere, KOtBu (1.0 equiv) was added, and the mixture was stirred for 10-15 min. Then, an N-protected isatin 1 (1.0 equiv) was added to the reaction mixture, which was stirred for 30 min to 3 h until all the isatin was consumed (confirmed by TLC). The reaction was finally quenched with a few drops of 1 N HCl and the resulting mixture was extracted with CH2Cl2 (2 × 15 mL). The combined organic phases were washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was then purified by column chromatography on silica gel (EtOAc-hexane,10:90 to 30:70) to give compounds 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 171290-52-1, its application will become more common.

Related Products of 82830-49-7, The chemical industry reduces the impact on the environment during synthesis 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, I believe this compound will play a more active role in future production and life.

To a solution of 2-fluoro-1,4-dimethoxybenzene (2.56 g, 0.0 16 mol) in dry THF (100 mL) at -78 C was added n-BuLi (2.5 M, 7 mL, 0.0 17 mol) dropwise under a N2 atmosphere. The reaction was stuffed at -78 C for 1 h and then ethyl chloroformate (1.8 g, 0.0 17 mol) inTHF (50 mL) was added dropwise at -78 C. The reaction mixture was stirred at -78 C for another 1 h. The reaction was warmed slowly to room temperature and quenched with a saturated aqueous NH4C1 solution (100 mL). The reaction mixture was extracted with ethyl acetate (100 mL x 3). The combined organic phases were dried with MgSO4 and concentrated to afford the crude material which was purified by column chromatography on silica gel(petroleum ether/ethyl acetate 1:10 to 1:5) to afford pure methyl 2-fluoro-3,6- dimethoxybenzoate (2.28 g, 65% yield).

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, 2-Fluoro-1,4-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 24878-25-9 as follows. Quality Control of 2,2′-Oxydianiline

A solution of 2-hydroxy-5-(thiophen-2-yl)benzaldehyde (3)(1.34 g, 2.0 mmol) in ethanol (30 mL) was added to a solution of2,20-oxydianiline (2-aminophenyl ether) (4) (0.66 g, 1.0 mmol) inethanol (20 mL) with continuous stirring, and the mixture wasrefluxed for 24 h. The completion of the reaction was monitoredthrough TLC. The reaction mixture was then cooled to room temperatureand ethanol was removed. The obtained residue waswashed with ethanol and dried at room temperature. The productwas recrystallized from the mixture of ethanol:kloroform (1:2). Theyield of orange product OPBTS was 46% (1.72 g), (m.p. 172-175 C).FTIR (KBr, cm-1) 3436.04 (nuO-H phenolic), 3268.00-3120.01 (nuAr C-H),1621.17 (nuCN), 1575.90e1489.00 (nuAr CC), 816.62 and 681.50 (nuC-SC).1H NMR (400 MHz, DMSO-d6) delta (ppm) 13.27 (s, 1H, ArO-H), 9.02(s, 1H, -CHN), 7.82 (d, 1H, J 2.4 Hz, Ar-H), 7.61 (dd, 1H, J 8.4,J 2.4 Hz, Ar-H), 7.55 (dd, 1H, J 7.4 Hz, J 1.8 Hz, Ar-H), 7.40 (dd,1H, J 5.2 Hz, J 1.2 Hz, Th-H), 7.30 (dd, 1H, J 3.6 Hz, J 1.2 Hz,Th-H), 7.26e7.23 (m, 2H, Ar-H), 7.04 (dd, 1H, J 5.2 Hz, J 3.6 Hz,Th-H), 6.94 (dd, 1H, J 8.0 Hz, J 1.6 Hz, Ar-H), 6.87 (d, 1H,J 8.8 Hz, Ar-H). 13C NMR (100 MHz, DMSO-d6) delta (ppm) 163.73,160.46,150.20,143.07,138.89,130.94,129.48,128.91,128.85,125.53,125.08, 123.03, 120.58, 119.82, 119.48, 117.92. Elemental anal. calcd.for C34H24N2O3S2: C, 71.31; H, 4.22; N, 4.89; O, 8.38; S,11.20%. FoundC, 70.86; H, 4.21; N, 4.90; S, 10.87%.

According to the analysis of related databases, 24878-25-9, the application of this compound in the production field has become more and more popular.

Electric Literature of 4393-09-3,Some common heterocyclic compound, 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, molecular formula is C9H13NO2, 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.

8-Chloro-2,2-dimethyl-5-(pyrrolidin-1 -yl)-1 ,4-dihydro-2/-/- pyrano[4″,3″:4l,5′]pyrido[3′,2′:4,5]thieno[3,2-c/]pyrimidine (O.Odeltag, 0.21 mmol, see Preparation 24) is suspended in ethanol (5 ml) and (2,3-dimethoxybenzyl)amine (0.16 ml, 1.07 mmol) is added. The mixture is refluxed for 24h and then allowed to cool to room temperature. The solvent is evaporated under vacuum and the residue is purified by chromatography, eluting first with CH2CI2 and then with CH2CI2:Me0H 99:1. 85 mg of the desired final product are obtained. Yield= 79%. m.p. 166.0-167.50C1 H NMR (300 MHz, DMSO-D6) delta ppm 1.32 (s,6 H) 1.88 (m, 4 H) 3.33 (d, J=7.02 Hz, 3 H) 3.60 (m, 4 H) 3.78 (m, 6 H) 4.74 (d, J=5.80 Hz, 2 H) 4.83 (s, 2 H) 6.83 (dd, J=7.17, 1.98 Hz, 1 H) 6.96 (m, 1 H) 8.01 (t, J=5.80 Hz, 1 H) 8.48 (s, 1 H)

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