5-(Benzyloxy)-2-bromo-4-methoxyphenol

Base Information

• Chemical Name: 5-(Benzyloxy)-2-bromo-4-methoxyphenol
• CAS No.: 524713-42-6
• Molecular Formula: C14H13BrO3
• Molecular Weight: 309.159
• Hs Code.: 2909500000
• DSSTox Substance ID: DTXSID40454806
• Nikkaji Number: J3.112.322D
• Wikidata: Q82276555
• Mol file: 524713-42-6.mol

Synonyms:5-(BENZYLOXY)-2-BROMO-4-METHOXYPHENOL;524713-42-6;2-bromo-4-methoxy-5-phenylmethoxyphenol;SCHEMBL1319246;DTXSID40454806;ZKKBDJHAEFPFSX-UHFFFAOYSA-N;5-Benzyloxy-2-bromo-4-methoxyphenol;AKOS022173156;AB29696;2-Bromo-4-methoxy-5-(benzyloxy)phenol;A1-00587

Chemical Property of 5-(Benzyloxy)-2-bromo-4-methoxyphenol

Chemical Property:

• PSA: 38.69000
• LogP: 3.74230
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 308.00481
• Heavy Atom Count: 18
• Complexity: 243

Purity/Quality:

98%min ^*data from raw suppliers

5-(Benzyloxy)-2-bromo-4-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)Br)O)OCC2=CC=CC=C2

Technology Process of 5-(Benzyloxy)-2-bromo-4-methoxyphenol

There total 8 articles about 5-(Benzyloxy)-2-bromo-4-methoxyphenol 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: 92.0%

3-benzyloxy-4-methoxyphenol (40914-19-0) → 5-benzyloxy-2-bromo-4-methoxyphenol (524713-42-6)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at -78 ℃; for 0.583333h; Inert atmosphere;

DOI:10.1002/ejoc.201200506

Reference yield: 85.0%

5-benzyloxy-2-bromo-4-methoxybenzaldehyde (6451-86-1) → 5-benzyloxy-2-bromo-4-methoxyphenol (524713-42-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 14h; Heating;

DOI:10.1021/jm034007d

Reference yield:

2-bromoisovanillin (2973-59-3) → 5-benzyloxy-2-bromo-4-methoxyphenol (524713-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / K₂CO₃ / acetonitrile / 20 h / 50 °C

2: 85 percent / mCPBA / CH₂Cl₂ / 14 h / Heating

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jm034007d

upstream raw materials:

5-benzyloxy-2-bromo-4-methoxybenzaldehyde

2-bromoisovanillin

benzyl bromide

isovanillin

Downstream raw materials:

3,9-bis(benzyloxy)-7-hydroxy-2-methoxy-6H-benzo[c]chromen-6-one

4-acetyl-4'-benzyloxy-2',5'-dimethoxy-biphenyl-2-carboxylic acid

4-acetyl-4'-benzyloxy-2'-methoxybiphenyl-2-carboxylic acid methyl ester

8-acetyl-3-benzyloxy-2-methoxybenzo[c]chromen-6-one