2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid

Base Information

• Chemical Name: 2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid
• CAS No.: 135586-17-3
• Molecular Formula: C15H13BrO4
• Molecular Weight: 337.17
• Mol file: 135586-17-3.mol

Synonyms:2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid;2-BroMo-4-Methoxy-3-(phenylMethoxy)-benzoic Acid;3-(benzyloxy)-2-bromo-4-methoxybenzoic acid

Chemical Property of 2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid

Chemical Property:

• Melting Point: 159-161 °C
• Boiling Point: 440.3±45.0 °C(Predicted)
• PKA: 2.97±0.10(Predicted)
• PSA: 55.76000
• Density: 1.486±0.06 g/cm3(Predicted)
• LogP: 3.73490
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-3-benzyloxy-4-methoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Taspine intermediate.

Technology Process of 2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid

There total 5 articles about 2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde (38849-38-6) → 3-(benzyloxy)-2-bromo-4-methoxybenzoic acid (135586-17-3)

Guidance literature:

3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde; With sodium dihydrogenphosphate; In tetrahydrofuran; water; at 20 ℃; for 0.166667h;

With sodium chlorite; dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1055/s-0029-1217393

Reference yield:

2-bromoisovanillin (2973-58-2) → 3-(benzyloxy)-2-bromo-4-methoxybenzoic acid (135586-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / K₂CO₃ / dimethylformamide / 14 h

2: 84 percent / Jones' reagent / acetone / 24 h

With jones' reagent; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1080/00397919108019768

Reference yield:

isovanillin (621-59-0) → 3-(benzyloxy)-2-bromo-4-methoxybenzoic acid (135586-17-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium acetate; iron / acetic acid / 0.5 h / 20 °C

1.2: 3 h / 23 - 25 °C

2.1: potassium carbonate / ethanol / 4 h / Reflux

3.1: sodium dihydrogenphosphate / tetrahydrofuran; water / 0.17 h / 20 °C

3.2: 3 h / 20 °C

With sodium dihydrogenphosphate; sodium acetate; iron; potassium carbonate; In tetrahydrofuran; ethanol; water; acetic acid;

DOI:10.2174/157340611796150914

upstream raw materials:

3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde

2-bromoisovanillin

benzyl bromide

isovanillin

Downstream raw materials:

methyl 3-benzyloxy-2-bromo-4-methoxybenzoate

3-(benzyloxy)-2-bromo-4-methoxy-N-methylbenzamide

6,6'-bis(benzyloxy)-5,5'-dimethoxy-N,N'-dimethylbiphenyl-2,2'-dicarboxamide

5,5'-dimethoxy-N,N'-dimethyl-6,6'-bis(2-oxo-2-{[3-(trifluoromethyl)phenyl]amino}ethoxy)biphenyl-2,2'-dicarboxamide

Refernces

• 1、 Lu, Wen,Li, Pengfei,Shan, Yuanyuan,Su, Ping,Wang, Jinfeng,Shi, Yaling,Zhang, Jie. "Discovery of biphenyl-based VEGFR-2 inhibitors. Part 3: Design, synthesis and 3D-QSAR studies". . p. 1044 - 1054. Retrieved 2015/03/04.
• 2、 Zhang, Jie,Zhang, Yanmin,Pan, Xiaoyan,Wang, Sicen,He, Langchong. "Synthesis and cytotoxic evaluation of novel symmetrical taspine derivatives as anticancer agents". experimental part. p. 286 - 294. Retrieved 2012/05/05.