alpha-(4-Chlorophenyl)-6-methoxy-2-benzofuranmethanol

Base Information

• Chemical Name: alpha-(4-Chlorophenyl)-6-methoxy-2-benzofuranmethanol
• CAS No.: 117238-42-3
• Molecular Formula: C16H13 Cl O3
• Molecular Weight: 288.7256
• DSSTox Substance ID: DTXSID60922350
• Mol file: 117238-42-3.mol

Synonyms:alpha-(4-Chlorophenyl)-6-methoxy-2-benzofuranmethanol;2-Benzofuranmethanol, alpha-(4-chlorophenyl)-6-methoxy-;117238-42-3;DTXSID60922350;AKOS015965237;LS-35141;(4-Chlorophenyl)(6-methoxy-1-benzofuran-2-yl)methanol

Chemical Property of alpha-(4-Chlorophenyl)-6-methoxy-2-benzofuranmethanol

Chemical Property:

• Vapor Pressure: 1.1E-08mmHg at 25°C
• Boiling Point: 444.5°Cat760mmHg
• Flash Point: 222.6°C
• Density: 1.312g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 288.0553220
• Heavy Atom Count: 20
• Complexity: 317

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(O2)C(C3=CC=C(C=C3)Cl)O

Technology Process of alpha-(4-Chlorophenyl)-6-methoxy-2-benzofuranmethanol

There total 3 articles about alpha-(4-Chlorophenyl)-6-methoxy-2-benzofuranmethanol 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:

(4-chlorophenyl)(6-methoxy-1-benzofuran-2-yl)methanone (82158-47-2) → (6-methoxybenzofuran-2-yl)(4-chlorophenyl)methanol (117238-42-3)

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1021/jm0508282

Reference yield:

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → (6-methoxybenzofuran-2-yl)(4-chlorophenyl)methanol (117238-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.17 h

1.2: 80 percent / dimethylformamide / 1.5 h / 80 °C

2.1: NaBH₄ / dioxane / 2 h / 20 °C

With sodium tetrahydroborate; sodium hydride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm0508282

Reference yield:

4-chlorobenzoylmethyl bromide (536-38-9) → (6-methoxybenzofuran-2-yl)(4-chlorophenyl)methanol (117238-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 81.8 percent / Et₃N / CH₂Cl₂ / 20 °C

2.1: NaH / tetrahydrofuran / 0.75 h / 20 °C

2.2: 150 mg / tetrahydrofuran / 20 °C

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm050109n

upstream raw materials:

(4-chlorophenyl)(6-methoxy-1-benzofuran-2-yl)methanone

2-Hydroxy-4-methoxybenzaldehyde

4-chlorobenzoylmethyl bromide

Refernces

• 1、 Saberi, Mohammed Reza,Vinh, Tai Ky,Yee, Sook Wah,Griffiths, B. J. Nathan,Evans, Peter J.,Simons, Claire. "Potent CYP19 (aromatase) 1-(benzofuran-2-yl)(phenylmethyl)pyridine, -imidazole, and -triazole inhibitors: Synthesis and biological evaluation". . p. 1016 - 1022. Retrieved 2007/10/03.