87776-76-9

Basic information

• Product Name: 2,3-Dihydro-5-benzofuranethanol
• Synonyms: 2-(2,3-Dihydrobenzofuran-5-yl)ethanol;2,3-Dihydro-5-benzofuranethanol;5-(2-Hydroxyethyl)-2,3-dihydrobenzofuran;2,3-dihydrobenzofuran-5-ethanol
• CAS NO: 87776-76-9
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Mol File: 87776-76-9.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 295 °C
• Flash Point: 135 °C
• Appearance: /
• Density: 1.173
• Vapor Pressure: 0.000717mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,3-Dihydro-5-benzofuranethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dihydro-5-benzofuranethanol(87776-76-9)
• EPA Substance Registry System: 2,3-Dihydro-5-benzofuranethanol(87776-76-9)

Safety Data

• Hazardous Substances Data: 87776-76-9(Hazardous Substances Data)

Usage

Description

2,3-Dihydro-5-benzofuranethanol is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals. It is characterized by its unique chemical structure, which consists of a benzofuran ring fused to a cyclohexane ring, with an alcohol group attached to the second carbon. This versatile molecule plays a significant role in the development of medications for various therapeutic applications.

Uses

Used in Pharmaceutical Industry:
2,3-Dihydro-5-benzofuranethanol is used as a key intermediate in the synthesis of Darifenacin (D193400, HBr), a medication specifically designed to treat urinary incontinence. 2,3-Dihydro-5-benzofuranethanol's unique structure allows it to effectively block the M3 muscarinic acetylcholine receptor, which is responsible for controlling the contraction of the bladder muscles. By inhibiting this receptor, Darifenacin helps to reduce the frequency and urgency of urination, providing relief to patients suffering from urinary incontinence.
In addition to its role in the synthesis of Darifenacin, 2,3-Dihydro-5-benzofuranethanol may also be utilized in the development of other pharmaceuticals with different therapeutic targets. Its unique chemical structure makes it a valuable building block for the creation of new drugs, potentially leading to the discovery of novel treatments for a wide range of medical conditions.

InChI:InChI=1/C10H12O2/c11-5-3-8-1-2-10-9(7-8)4-6-12-10/h1-2,7,11H,3-6H2

Upstream product

• 142935-60-2 benzofuran-5-yl-acetic acid 
• 121638-36-6 methyl 2-(benzofuran-5-yl)acetate 
• 156-38-7 4-hydroxyphenylacetate 
• 79002-49-6 ethyl 2( 2,3-dihydro-1-benzofuran-5-yl)oxoacetate 
• 496-16-2 2.3-dihydrobenzofuran 
• 69999-18-4 ethyl 2,3-dihydrobenzofuran-5-ylacetate 
• 943589-92-2 2-(2,3-dihydrobenzofuran-5-yl)acetaldehyde bisulfitic complex 
• 155852-41-8 methyl 2-(2,3-dihydrobenzofuran-5-yl)acetate 
• 69999-16-2 2,3-dihydrobenzofuran-5-acetic acid 

Downstream Products

• 1423014-75-8 C₂₃H₂₅NO₃ 
• 133099-07-7 (S)-darifenacin hydrobromide 
• 943034-50-2 2-(2,3-dihydrobenzofuran-5-yl)ethylchloride 
• 79679-49-5 2-(2,3-dihidrobenzofuran-5-yl)ethyl tosylate 
• 127264-14-6 2,3-dihydro-5-(2-bromoethyl)benzofuran 

Relevant articles and documents

Darifenacin intermediate 2, 3 - dihydro - 5 - benzofuran acetic acid preparation new method of (by machine translation)

The invention relates to a darifenacin intermediate - 2, 3 - dihydro - 5 - benzofuran acetic acid. By the P-hydroxy-acetic acid and bromo acetaldehyde acetal as the starting material, the presence of O - alkylation reaction under a condition of the corresponding ether compound; then by esterification reaction to obtain the corresponding ester; in PPA (poly phosphoric acid) under the action of the, cyclization to obtain 2, 3 - benzofuran - 5 - acetate; 2, 3 - benzofuran - 5 - acetic acid layer which hydrolysis, to acidify the corresponding carboxylic acid; obtained by catalytic hydrogenation of 2, 3 - dihydro - 5 - benzofuran acetic acid; or the first 2, 3 - benzofuran - 5 - acetate obtained by catalytic hydrogenation of 2, 3 - dihydro - 5 - benzofuran acetic acid esters; and hydrolyzed, acidified to obtain 2, 3 - dihydro - 5 - benzofuran acetic acid. The method of the invention by simple and safe, each reaction raw materials are cheap and easy to obtain, the reaction yield is high, and is particularly suitable for industrial production of 2, 3 - dihydro - 5 - benzofuran acetic acid. (by machine translation)

Highly sulphated cellulose: a versatile, reusable and selective desilylating agent for deprotection of alcoholic TBDMS ethers

A mild, efficient and rapid protocol was developed for the deprotection of alcoholic TBDMS ethers using a recyclable, eco-friendly highly sulphated cellulose sulphate acid catalyst in methanol. This acid catalyst selectively cleaves alcoholic TBDMS ethers in bis-TBDMS ethers containing both alcoholic and phenolic TBDMS ether moieties.

OXAZOLE AND THIAZOLE DERIVATIVES AND THEIR USES

A quaternary ammonium compound of formula (I) having M3 receptor antagonist activity; a composition comprising such a compound; the use of such a compound in therapy (such as asthma or COPD); and a method of treating a patient with such a compound.