(5-Bromo-2,3-dimethoxyphenyl)methanol

Base Information

• Chemical Name: (5-Bromo-2,3-dimethoxyphenyl)methanol
• CAS No.: 86232-34-0
• Molecular Formula: C9H11BrO3
• Molecular Weight: 247.089
• DSSTox Substance ID: DTXSID30366929
• Wikidata: Q82152421
• Mol file: 86232-34-0.mol

Synonyms:(5-bromo-2,3-dimethoxyphenyl)methanol;86232-34-0;SCHEMBL5549042;DTXSID30366929;OTDKUOMBIVRHSV-UHFFFAOYSA-N;5-bromo-2,3-dimethoxybenzyl alcohol;STK199003;AKOS000336735;CS-0118751;E97744;EN300-1914247;SR-01000265842;SR-01000265842-1

Chemical Property of (5-Bromo-2,3-dimethoxyphenyl)methanol

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.98916
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)CO)Br

Technology Process of (5-Bromo-2,3-dimethoxyphenyl)methanol

There total 8 articles about (5-Bromo-2,3-dimethoxyphenyl)methanol 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: 93.0%

5-bromo-2,3-dimethoxybenzaldehyde (71295-21-1) → (5-bromo-2,3-dimethoxyphenyl)methanol (86232-34-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; at 20 ℃; for 24h;

DOI:10.3390/molecules16097458

Reference yield: 85.0%

5-bromo-2,3-dimethoxybenzoic acid (72517-23-8) → (5-bromo-2,3-dimethoxyphenyl)methanol (86232-34-0)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃; for 16h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201502475

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → (5-bromo-2,3-dimethoxyphenyl)methanol (86232-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: silica gel; ammonium cerium (IV) nitrate; bromine / tetrachloromethane / 4 h / 0 °C / Inert atmosphere

2: potassium carbonate / acetone / 6 h / 45 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol / 1 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; ammonium cerium (IV) nitrate; bromine; silica gel; potassium carbonate; In methanol; tetrachloromethane; acetone;

DOI:10.1021/acs.orglett.6b00446

upstream raw materials:

2,3-dimethoxybenzyl alcohol

5-bromo-2,3-dimethoxybenzaldehyde

bromine

sodium acetate

Downstream raw materials:

5-bromo-2,3-dimethoxybenzoic acid

5-bromo-2,3-dimethoxyphenylacetonitrile

5-bromo-2,3-dihydroxyphenylacetic acid

methyl 5-bromo-2,3-dihydroxyphenylacetate