1-(2,3-Dihydro-7-benzofuranyl)ethanone

Base Information

• Chemical Name: 1-(2,3-Dihydro-7-benzofuranyl)ethanone
• CAS No.: 170730-06-0
• Molecular Formula: C10H10O2
• Molecular Weight: 162.18
• Hs Code.: 2932999099
• European Community (EC) Number: 873-418-1
• DSSTox Substance ID: DTXSID80442348
• Wikidata: Q72435087
• Mol file: 170730-06-0.mol

Synonyms:170730-06-0;1-(2,3-Dihydro-7-benzofuranyl)ethanone;7-Acetyl-2,3-dihydrobenzofuran;1-(2,3-dihydro-1-benzofuran-7-yl)ethanone;Ethanone, 1-(2,3-dihydro-7-benzofuranyl)-;1-(2,3-dihydrobenzofuran-7-yl)ethanone;Ethanone, 1-(2,3-dihydro-7-benzofuranyl);SCHEMBL3360298;DTXSID80442348;MSFONFAIHVPZHN-UHFFFAOYSA-N;AMY24138;MFCD11656624;AKOS015907642;DS-12500;1-(2,3-Dihydro-7-benzo[b]furanyl)ethanone;CS-0043869;FT-0645658;1-(2,3-Dihydro-1-benzofuran-7-yl)ethan-1-one;A811230

Chemical Property of 1-(2,3-Dihydro-7-benzofuranyl)ethanone

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 294.989 °C at 760 mmHg
• Flash Point: 139.685 °C
• PSA: 26.30000
• Density: 1.149 g/cm³
• LogP: 1.82410
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98%min ^*data from raw suppliers

1-(2,3-Dihydro-7-benzofuranyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC2=C1OCC2
• Uses: 1-(2,3-Dihydro-7-benzofuranyl)ethanone is an impurity in the synthesis of Darifenacin (D193400, HBr); a medication used to treat urinary incontinence. It works by blocking the M3 muscarinic acetylcholine receptor.

Technology Process of 1-(2,3-Dihydro-7-benzofuranyl)ethanone

There total 4 articles about 1-(2,3-Dihydro-7-benzofuranyl)ethanone 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: 85.0%

N-methoxy-N-methyl-2,3-dihydrobenzofuran-7-carboxamide (1037763-65-7) + methylmagnesium bromide (75-16-1) → 1-(2,3-dihydrobenzofuran-7-yl)ethanone (170730-06-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

Reference yield: 76.0%

2,3-dihydrobenzofuran-7-carboxylic acid (35700-40-4) + methyllithium (917-54-4) → 1-(2,3-dihydrobenzofuran-7-yl)ethanone (170730-06-0)

Guidance literature:

In diethyl ether; for 18h; Ambient temperature;

DOI:10.1021/jm970457s

Reference yield:

2,3-dihydrobenzofuran-7-carboxylic acid (35700-40-4) → 1-(2,3-dihydrobenzofuran-7-yl)ethanone (170730-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 1 h / Reflux

1.2: 1 h / 20 °C

2.1: tetrahydrofuran / 1 h / Inert atmosphere

With thionyl chloride; In tetrahydrofuran;

upstream raw materials:

2,3-dihydrobenzofuran-7-carboxylic acid

methyllithium

N-methoxy-N-methyl-2,3-dihydrobenzofuran-7-carboxamide

methylmagnesium bromide

Refernces

• 1、 -. "Quinoline or quinazoline derivatives, its preparation process and its use in medicine". . . Retrieved 2018/01/19.