Category: 139102-34-4

139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of Methyl 4-bromo-2-methoxybenzoate

[1003] (l,l’-Bis(ctiphenylphosphmo)ferroc?^ dichloromethane adduct (1.50 g) was added to a mixture of methyl 4-bromo-2-methoxybenzoate (4.50 g), potassium vmyltrifluoroborate (4.92 g), triethylamine (5.12 mL) and ethanol (30 mL), and the resultant was stirred overnight at 100C in an argon atmosphere. Water was added to the reaction mixture, extraction thereof was performed using ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by a silica gel column chromatography (hexane/ethyl acetate), thereby obtaining the title compound (3.53 g). 1H NMR (300 MHz, CDC13) delta 3.88 (3H, s), 3.93 (3H, s), 538 (1H, d, J = 10.9 Hz), 5.84 (1H, d, J = 17.6 Hz), 6.71 (1H, dd, J = 17.6, 10.9 Hz), 6.98 (1H, s), 7.03 (1H, dd, J = 8.0, 1.4 Hz), 7.78 (l d, J = 8.0 Hz).

The synthetic route of 139102-34-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; OGINO, Masaki; MIZOJIRI, Ryo; YAMASAKI, Takeshi; HIROSE, Hideki; TAKAKURA, Nobuyuki; YAMASHITA, Tohru; MORIMOTO, Sachie; NAKAHATA, Takashi; KINA, Asato; WO2014/142363; (2014); A1;,
Ester – Wikipedia,
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139102-34-4, 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. 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

L1BH4 (0.66 g) was added portion- wise to a solution of methyl 4-bromo-2- methoxybenzoate (5 g) in dry THF (50 mL) and EtOH (10 mL) was added. The reaction was stirred for 18h. The mixture was then poured into aq. NaOH (1M, 300 mL) and extracted with EtOAc. The organics were combined, washed with water then sat. brine before being dried (MgS04), and concentrated in vacuo to give the sub-title compound (4.4 g) as a gum; 1H NMR: 7.30 (d, 1H), 7.17-7.11 (m, 2H), 5.10 (t, 1H), 4.43 (d, 2H), 3.79 (s, 3H).

The synthetic route of Methyl 4-bromo-2-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; DAINIPPON SUMITOMO PHARMA CO., LTD.; ASTRAZENECA UK LIMITED; BAILEY, Andrew; HIGHTON, Adrian John; MCINALLY, Thomas; MOCHEL, Tobias; URABE, Daisuke; WO2012/66335; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate, I believe this compound will play a more active role in future production and life. 139102-34-4

Preparation of Example 389; Step i:; To methyl-4-bromo-2-methoxybenzoate (Aldrich) (1.0 g, 4.1 mmol) in THF(10 ml_), was added LiBH4 (0.13 g, 6.1 mmol). Ethanol (2 mL) was added dropwise. The resulting reaction mixture was stirred at room temperature for 20 h. 1 N NaOH was added, and the mixture was extracted with EtOAc. The organic layers were combined and washed with water and brine, then dried (MgSO4), filtered, and concentrated in vacuoXo provide the corresponfing benzyl alcohol (0.86 g, 4.0 mmol).

The chemical industry reduces the impact on the environment during synthesis 139102-34-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SCHERING CORPORATION; WO2006/60461; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 139102-34-4

1.936 kg (6.22 mol) of a 65% Red-Al solution in toluene were charged with 1.25 l of toluene at -5 C. To this solution was added 0.66 kg (6.59 mol) of 1-methylpiperazine, which was rinsed in with 150 ml of toluene, keeping the temperature between -7 and -5 C. The mixture was then left to stir at 0 C. for 30 minutes. This solution was then added to a solution of 1.261 kg (5.147 mol) of methyl 4-bromo-2-methoxybenzoate (XV), dissolved in 4 l of toluene, keeping the temperature at -8 to 0 C. After rinsing in twice with 0.7 l of toluene, the mixture was then stirred at 0 C. for 1.5 hours. For the work-up, the solution was added to cold aqueous sulphuric acid at 0 C. (12.5 l of water+1.4 kg of conc. sulphuric acid). The temperature should increase at maximum to 10 C. (slow addition). The pH was adjusted to pH 1, if necessary, by addition of further sulphuric acid. The organic phase was separated off and the aqueous phase was extracted with 7.6 l of toluene. The combined organic phases were washed with 5.1 l of water and then substantially concentrated and the residue taken up in 10 l of DMF. The solution was again concentrated to a volume of about 5 l. Determination of the content by evaporation of a portion resulted in a converted yield of 1.041 kg (94.1% of theory). The solution was used directly in the subsequent stage. HPLC method A: RT about 12.1 mm. MS (Elpos): mlz=162 [M+H]. 1H NMR (CDC13, 400MHz): oe=3.93 (3H, s), 7.17 (2H, m), 7.68 (1H, d), 10.40 (1H, s)

The synthetic route of 139102-34-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; PLATZEK, Johannes; (30 pag.)US2018/244670; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics