(2,3-dihydrobenzofuran-6-yl)methanol

Base Information

• Chemical Name: (2,3-dihydrobenzofuran-6-yl)methanol
• CAS No.: 1083168-69-7
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Mol file: 1083168-69-7.mol

Synonyms:(2,3-dihydrobenzofuran-6-yl)methanol;6-BenzofuranMethanol, 2,3-dihydro-;2,3-dihydro-1-benzofuran-6-ylMethanol;2,3-Dihydro-6-benzofuranmethanol

Chemical Property of (2,3-dihydrobenzofuran-6-yl)methanol

Chemical Property:

• PSA: 29.46000
• LogP: 1.11380
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(2,3-Dihydrobenzofuran-6-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2,3-dihydrobenzofuran-6-yl)methanol

There total 8 articles about (2,3-dihydrobenzofuran-6-yl)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: 92.0%

methyl 2,3-dihydrobenzofuran-6-carboxylate (1083168-68-6) → (2,3-dihydrobenzofuran-6-yl)methanol (1083168-69-7)

Guidance literature:

methyl 2,3-dihydrobenzofuran-6-carboxylate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

With sodium hydroxide; water; In tetrahydrofuran;

Reference yield: 74.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 6-bromo-2,3-dihydro-1-benzofuran (189035-22-1) → (2,3-dihydrobenzofuran-6-yl)methanol (1083168-69-7)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; pentane; at -74 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2015.05.047

Reference yield:

6-hydroxybenzofuran-3-one (6272-26-0) → (2,3-dihydrobenzofuran-6-yl)methanol (1083168-69-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1H-imidazole / dichloromethane / 3 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 2 h / 20 °C

2.2: 3 h / 20 °C

3.1: pyridine / dichloromethane / 16 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / palladium diacetate; 1,3-bis-(diphenylphosphino)propane / N,N-dimethyl-formamide / 24 h / 70 °C

5.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 2585.81 Torr

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; hydrogen; N-ethyl-N,N-diisopropylamine; palladium diacetate; palladium 10% on activated carbon; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

methyl 2,3-dihydrobenzofuran-6-carboxylate

formaldehyd

6-bromo-2,3-dihydro-1-benzofuran

1,4-dibromo-2-(2-bromoethoxy)benzene

Downstream raw materials:

(2,3-dihydrobenzofuran-6-yl)methanamine

Refernces

• 1、 -. "MODULATORS OF CFTR". Page/Page column 77; 79. . Retrieved 2009/01/20.