4-(Benzyloxy)-2-bromoanisole

Base Information

• Chemical Name: 4-(Benzyloxy)-2-bromoanisole
• CAS No.: 79352-65-1
• Molecular Formula: C₁₄H₁₃BrO₂
• Molecular Weight: 293.16
• DSSTox Substance ID: DTXSID40508217
• Wikidata: Q82364957
• Mol file: 79352-65-1.mol

Synonyms:4-(Benzyloxy)-2-bromoanisole;79352-65-1;4-(benzyloxy)-2-bromo-1-methoxybenzene;2-bromo-1-methoxy-4-phenylmethoxybenzene;4-Benzyloxy-2-bromoanisole;SCHEMBL8184228;DTXSID40508217;GXKJUKBATSWDDO-UHFFFAOYSA-N;4-Benzyloxy-2-bromo-1-methoxybenzene;BS-25936;CS-0211114;FT-0717726

Chemical Property of 4-(Benzyloxy)-2-bromoanisole

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 292.00989
• Heavy Atom Count: 17
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

4-(Benzyloxy)-2-bromoanisole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-(Benzyloxy)-2-bromoanisole

There total 2 articles about 4-(Benzyloxy)-2-bromoanisole 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: 61.0%

4-(benzyloxy)-2-bromophenol (79352-66-2) + dimethyl sulfate (77-78-1) → 1-benzyloxy-3-bromo-4-methoxybenzene (79352-65-1)

Guidance literature:

With potassium hydroxide; In water; for 2h; Heating;

DOI:10.1039/P19810002120

Reference yield:

4-Benzyloxyphenol (103-16-2) → 1-benzyloxy-3-bromo-4-methoxybenzene (79352-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / bromine / CHCl₃ / 1 h

2: 61 percent / potassium hydroxide / H₂O / 2 h / Heating

With potassium hydroxide; bromine; In chloroform; water;

DOI:10.1039/P19810002120

Reference yield:

2-benzofuran-1(3H)-one (87-41-2) + 1-benzyloxy-3-bromo-4-methoxybenzene (79352-65-1) → 1-hydroxy-4-methoxyanthracene-9,10-dione (7336-64-3) + 1-benzyloxy-4-methoxy-9,10-anthraquinone (79352-67-3)

Guidance literature:

With air; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -70 - -60 deg C, 2.) THF, 20 deg C, 22 h;

DOI:10.1039/P19810002120

upstream raw materials:

4-(benzyloxy)-2-bromophenol

dimethyl sulfate

4-Benzyloxyphenol

Downstream raw materials:

1-hydroxy-4-methoxyanthracene-9,10-dione

1-benzyloxy-4-methoxy-9,10-anthraquinone