90843-31-5

Basic information

• Product Name: 5-ACETYL-2,3-DIHYDROBENZO(B)FURAN
• Synonyms: BUTTPARK 92\04-30;5-ACETYL-2,3-DIHYDROBENZO(B)FURAN;5-ACETYL-2,3-DIHYDROBENZOFURAN;1-(2,3-DIHYDROBENZO[B]FURAN-5-YL)ETHAN-1-ONE;1-(2,3-DIHYDRO-1-BENZOFURAN-5-YL)ETHANONE;5-Acetyl-2,3-dihydrobenzo(b)furan,97%;Ethanone, 1-(2,3-dihydro-5-benzofuranyl)- (9CI);5-acetylcoumaran
• CAS NO: 90843-31-5
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• Product Categories: ACETYLGROUP
• Mol File: 90843-31-5.mol
• Article Data: 23

Chemical Properties

• Melting Point: 56-59°C
• Boiling Point: 120-121°C 15mm
• Flash Point: 120-121°C/15mm
• Appearance: /
• Density: 1.149 g/cm³
• Vapor Pressure: 0.000674mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 131198
• CAS DataBase Reference: 5-ACETYL-2,3-DIHYDROBENZO(B)FURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ACETYL-2,3-DIHYDROBENZO(B)FURAN(90843-31-5)
• EPA Substance Registry System: 5-ACETYL-2,3-DIHYDROBENZO(B)FURAN(90843-31-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-51
• Safety Statements: 24/25
• Hazardous Substances Data: 90843-31-5(Hazardous Substances Data)

Usage

Description

5-ACETYL-2,3-DIHYDROBENZO(B)FURAN, also known as 1-(2,3-Dihydro-5-benzofuranyl)ethanone, is an organic compound with the chemical formula C10H10O2. It is a white to light purple powder and is used as a key intermediate in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
5-ACETYL-2,3-DIHYDROBENZO(B)FURAN is used as a key intermediate for the preparation of tricyclic [1,2,4]triazine 1,4-dioxides, which are hypoxia selective cytotoxins. These compounds have potential applications in cancer therapy, as they selectively target hypoxic cells within tumors, leading to their destruction while sparing healthy cells.
Additionally, 5-ACETYL-2,3-DIHYDROBENZO(B)FURAN is used in the synthesis of N-(1-benzo[1,3]dioxol-5-yl)ethyl-, N-[1-(2,3-dihydro-benzofuran-5-yl)ethyl-, and N-[1-(2,3-dihydro-1H-indol-5-yl)ethylacrylamides. These compounds exhibit KCNQ2 opener activities, which have potential therapeutic applications in the treatment of neurological disorders and chronic pain conditions.

InChI:InChI=1/C10H10O2/c1-7(11)8-2-3-10-9(6-8)4-5-12-10/h2-3,6H,4-5H2,1H3

Upstream product

• 1191-99-7 2,3-dihydro-2H-furan 
• 75-36-5 acetyl chloride 
• 496-16-2 2.3-dihydrobenzofuran 
• 79-04-9 chloroacetyl chloride 
• 57027-75-5 2-(2-Bromoethyl)phenol 
• 64010-12-4 2-bromophenyl 2-chloroethyl ether 
• 108-24-7 acetic anhydride 

Downstream Products

• 98-86-2 acetophenone 
• 1443019-08-6 cis-4-[([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid 
• 1443019-04-2 trans-4-[([1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]{4-[2-(2,5-dioxo-pyrrolidin-1-yl)ethoxy]-3-methoxy-benzyl}amino)methyl]cyclohexanecarboxylic acid 

Relevant articles and documents

Facile preparation of 5-alkyl-1-aryltetrazoles with arenes, acyl chlorides, hydroxylamine, and diphenylphosphoryl azide

Successive treatment of arenes with acyl chlorides and AlCl3, the addition of water and removal of solvent, the reaction with NH2OH?HCl and K2CO3, and the reaction with diphenylphosphoryl azide and DBU under warming conditions gave the corresponding 5-alkyl-1-aryltetrazoles efficiently in good to moderate yields. The present method is one-pot transformation of arenes into 5-alkyl-1-aryltetrazoles using the Friedel-Crafts acylation and the Beckmann rearrangement under transition-metal-free conditions.

Hydrogen bond donor solvents enabled metal and halogen-free Friedel–Crafts acylations with virtually no waste stream

We have developed a metal and halogen-free Friedel–Crafts acylation protocol with virtually no waste stream generation. We propose a hydrogen bonding donor solvent will form a hydrogen bonding network and may provide significant rate enhancement for Friedel–Crafts reactions. Trifluoroacetic acid is one of the strongest H-bond donor solvents, which is also volatile and can be easily recovered by distillation without need for reaction workup. Our protocol is a ‘green’ Friedel–Crafts acylation process: 1) the catalyst can be recovered and reused; 2) using halogen free starting material (carboxylic acids anhydride or carboxylic acids); 3) no need for aqueous reaction work-up; 4) minimum or no waste steam generation.

A new solvent system (Cyclopentyl methyl ether-water) in process development of darifenacin HBr

Darifenacin is a potent and competitive M3 selective receptor antagonist (M3SRA), and its hydrobromide salt (1) is the active ingredient of pharmaceutical formulations for oral treatment of urinary incontinence. The present work demonstrates an efficient, commercial manufacturing process for darifenacin hydrobromide (1).