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

Base Information

• Chemical Name: 5-(Benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene
• CAS No.: 222622-96-0
• Molecular Formula: C15H14Br2O2
• Molecular Weight: 386.083
• DSSTox Substance ID: DTXSID20476723
• Wikidata: Q82308458
• Mol file: 222622-96-0.mol

Synonyms:5-(benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene;222622-96-0;SCHEMBL4984703;DTXSID20476723;HHYLHSWRJNEKRY-UHFFFAOYSA-N

Chemical Property of 5-(Benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 385.93401
• Heavy Atom Count: 19
• Complexity: 257

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(Benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene

There total 6 articles about 5-(Benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene 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: 87.0%

4-benzyloxy-3-methoxybenzyl alcohol (33693-48-0) → 5-(benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene (222622-96-0)

Guidance literature:

With bromine; In acetic acid; at 20 ℃; for 2h;

DOI:10.1055/s-2003-40872

Reference yield:

[4-(benzyloxy)-2-bromo-5-methoxyphenyl]methanol (65341-82-4) → 5-(benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene (222622-96-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In methanol; at 20 ℃;

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

Reference yield:

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) → 5-(benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene (222622-96-0)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: CBr₄; triphenylphosphine / methanol / 20 °C

With sodium tetrahydroborate; carbon tetrabromide; bromine; sodium acetate; triphenylphosphine; In tetrahydrofuran; methanol; acetic acid;

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

upstream raw materials:

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

4-benzyloxy-3-methoxybenzyl alcohol

3-methoxy-4-(phenylmethoxy)benzaldehyde

4-benzyloxy-6-bromo-3-methoxybenzaldehyde

Downstream raw materials:

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

N-(4-benzyloxy-2-bromo-5-methoxy)benzyl-N'-(pyridin-2-yl)piperazine

(4-(benzyloxy)-2-bromo-5-methoxybenzyl)triphenylphosphonium bromide

1-(4-(benzyloxy)-2-bromo-5-methoxyphenethyl)-2-bromo-3-isopropoxy-4-methoxybenzene