4'-(Benzyloxy)[1,1'-biphenyl]-3-ol

Base Information

• Chemical Name: 4'-(Benzyloxy)[1,1'-biphenyl]-3-ol
• CAS No.: 809285-98-1
• Molecular Formula: C₁₉H₁₆O₂
• Molecular Weight: 276.335
• DSSTox Substance ID: DTXSID20602449
• Wikidata: Q82499534
• Mol file: 809285-98-1.mol

Synonyms:809285-98-1;3-(4-Benzyloxyphenyl)phenol;4'-(Benzyloxy)[1,1'-biphenyl]-3-ol;4'-(Benzyloxy)-[1,1'-biphenyl]-3-ol;3-(4-phenylmethoxyphenyl)phenol;DTXSID20602449;MFCD06802273;AKOS004116579;BS-32825;[1,1'-Biphenyl]-3-ol, 4'-(phenylmethoxy)-

Chemical Property of 4'-(Benzyloxy)[1,1'-biphenyl]-3-ol

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 276.115029749
• Heavy Atom Count: 21
• Complexity: 290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C3=CC(=CC=C3)O

Technology Process of 4'-(Benzyloxy)[1,1'-biphenyl]-3-ol

There total 7 articles about 4'-(Benzyloxy)[1,1'-biphenyl]-3-ol 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: 86.0%

3-bromophenyl acetate (35065-86-2) + [4-(benzyloxy)phenyl]boronic acid (146631-00-7) → 4'-(benzyloxy)-1,1'-biphenyl-3-ol (809285-98-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 20 ℃; for 0.166667h;

DOI:10.1002/anie.200460549

Reference yield:

p-benzyloxyphenylbromide (6793-92-6) → 4'-(benzyloxy)-1,1'-biphenyl-3-ol (809285-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -65 °C

1.2: trimethyl borate / tetrahydrofuran; hexane / -65 - 20 °C

1.3: 82 percent / aq.HCl / tetrahydrofuran; hexane / pH 6 - 7

2.1: 86 percent / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 0.17 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; In tetrahydrofuran; 1,2-dimethoxyethane; hexane;

DOI:10.1002/anie.200460549

Reference yield:

3-Bromophenol (591-20-8) → 4'-(benzyloxy)-1,1'-biphenyl-3-ol (809285-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / sulfuric acid / 6 h / Heating

2: 86 percent / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 0.17 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; In 1,2-dimethoxyethane;

DOI:10.1002/anie.200460549

upstream raw materials:

3-bromophenyl acetate

[4-(benzyloxy)phenyl]boronic acid

p-benzyloxyphenylbromide

3-Bromophenol

Downstream raw materials:

DTC₂₂₅₆

DTC₂₃₄₉

C₄₅H₄₆O₈

C₅₉H₇₆O₈Si