[4-(Benzyloxy)-2-bromo-5-methoxyphenyl]methanol

Base Information

• Chemical Name: [4-(Benzyloxy)-2-bromo-5-methoxyphenyl]methanol
• CAS No.: 65341-82-4
• Molecular Formula: C15H15BrO3
• Molecular Weight: 323.186
• DSSTox Substance ID: DTXSID30358420
• Wikidata: Q82138961
• Mol file: 65341-82-4.mol

Synonyms:[4-(benzyloxy)-2-bromo-5-methoxyphenyl]methanol;STK195573;65341-82-4;SCHEMBL23094689;DTXSID30358420;AKOS000336878;SR-01000266522;SR-01000266522-1

Chemical Property of [4-(Benzyloxy)-2-bromo-5-methoxyphenyl]methanol

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 322.02046
• Heavy Atom Count: 19
• Complexity: 256

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of [4-(Benzyloxy)-2-bromo-5-methoxyphenyl]methanol

There total 10 articles about [4-(Benzyloxy)-2-bromo-5-methoxyphenyl]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%

4-benzyloxy-6-bromo-3-methoxybenzaldehyde (40705-22-4) → [4-(benzyloxy)-2-bromo-5-methoxyphenyl]methanol (65341-82-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.08.023

Reference yield: 72.0%

4-benzyloxy-3-methoxybenzyl alcohol (33693-48-0) → [4-(benzyloxy)-2-bromo-5-methoxyphenyl]methanol (65341-82-4)

Guidance literature:

With pyridinium hydrobromide perbromide; In methanol; for 2h; Ambient temperature;

DOI:10.1002/ardp.19953280402

Reference yield:

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) → [4-(benzyloxy)-2-bromo-5-methoxyphenyl]methanol (65341-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / sodium acetate; bromine / acetic acid / 11 h / 40 °C

2: NaBH₄ / tetrahydrofuran / 4 h / 0 °C

With sodium tetrahydroborate; bromine; sodium acetate; In tetrahydrofuran; acetic acid;

DOI:10.3987/COM-00-S(I)26

upstream raw materials:

4-benzyloxy-6-bromo-3-methoxybenzaldehyde

4-benzyloxy-3-methoxybenzyl alcohol

3-methoxy-4-(phenylmethoxy)benzaldehyde

benzyl bromide

Downstream raw materials:

1-<<4-(Benzyloxy)-2-bromo-5-methoxyphenyl>methoxy>-N,N-dimethylmethanamide

4-benzyloxy-6-bromo-3-methoxybenzaldehyde

5-(benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene

dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate