22836-96-0

Basic information

• Product Name: 1H-Indene-2-acetic acid, 2,3-dihydro-6-methyl-1-oxo-
• CAS NO: 22836-96-0
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Mol File: 22836-96-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Indene-2-acetic acid, 2,3-dihydro-6-methyl-1-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indene-2-acetic acid, 2,3-dihydro-6-methyl-1-oxo-(22836-96-0)
• EPA Substance Registry System: 1H-Indene-2-acetic acid, 2,3-dihydro-6-methyl-1-oxo-(22836-96-0)

Safety Data

• Hazardous Substances Data: 22836-96-0(Hazardous Substances Data)

Usage

Appearance

Yellow solid at room temperature

Derivative of

Indene

Usage

Building block in the synthesis of pharmaceuticals and agrochemicals

Potential properties

Anti-inflammatory and anti-tumor

Starting material for

Synthesis of other organic compounds

Applications

Pharmaceutical and agricultural industries due to versatile synthetic utility and potential biological activities.

Upstream product

• 2170-03-8 itaconic acid anhydride 
• 108-88-3 toluene 

Relevant articles and documents

A practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid, an antirheumatic agent (part 1).

An efficient and practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid (1), a new antirheumatic drug, has been developed. The intermediate, 2-methylene-4-(4-methylphenyl)-4-oxobutanoic acid (2), was prepared by Friedel-Crafts acylation of toluene with itaconic anhydride (3) in the presence of aluminum trichloride and nitrobenzene in 63% yield without silica gel column purification. Compound 1 was prepared by Michael addition of 2 with thioacetic acid (4) in 74% yield. Overall, 1 was obtained in 47% yield from 3. The structures and synthetic mechanisms of by-products (five compounds) of 2 were also clarified.