169280-21-1

Basic information

• Product Name: 4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid
• Synonyms: 4-(4-Chloro-1-oxobutyl)-a,a-dimethylbenzeneacetic acid;4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid;4-(4-Chloro-1-oxobutyl)-|á,|á-dimethylbenzeneacetic acid;Benzeneacetic acid, 4-(4-chloro-1-oxobutyl)-a,a-diMethyl-;2-(4-(4-Chlorobutanoyl)phenyl)-2-methylpropanoic acid
• CAS NO: 169280-21-1
• Molecular Formula: C₁₄H₁₇ClO₃
• Molecular Weight: 268.73598
• Mol File: 169280-21-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 438.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.185±0.06 g/cm3(Predicted)
• PKA: 4.16±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid(169280-21-1)
• EPA Substance Registry System: 4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid(169280-21-1)

Safety Data

• Hazardous Substances Data: 169280-21-1(Hazardous Substances Data)

Usage

General Description

4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid is a chemical compound that is made up of a benzene ring with two methyl groups and a carboxylic acid group. It also contains a 4-chloro-1-oxobutyl group, which is a four-carbon chain with a ketone and a chlorine atom attached. 4-(4-Chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid is used as a pharmaceutical intermediate in the production of various drugs, including those for treating pain and inflammation. Its chemical structure and properties make it useful for synthesizing compounds with potential medical applications.

Upstream product

• 98-82-8 Isopropylbenzene 
• 169280-04-0 1-[4-(1-Bromo-1-methyl-ethyl)-phenyl]-4-chloro-butan-1-one 
• 64-18-6 formic acid 
• 140-29-4 phenylacetonitrile 
• 169280-15-3 2-[4-(4-Chloro-butyryl)-phenyl]-2-methyl-propionic acid , N-methoxy-N-methylamide 
• 36293-05-7 2-methyl-2-phenylpropanoyl chloride 
• 1195-98-8 2-methyl-2-phenylpropionitrile 
• 169280-05-1 1-[4-(1-Chloro-1-methyl-ethyl)-phenyl]-4-chloro-butan-1-one 
• 201230-82-2 carbon monoxide 
• 192775-98-7 4-(4-chloro-1-oxobutyl)-α,α-dimethyl-α-(4,4-dimethyloxazolin-2-yl) toluene 
• 169032-17-1 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionitrile 
• 169280-16-4 2-methyl-2-phenyl-propionic acid , N-methoxy-N-methylamide 
• 4635-59-0 4-Chlorobutanoyl chloride 
• 28509-24-2 tert-butylmethyl ether 

Downstream Products

• 76811-97-7 4-(4-chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid ethyl ester 
• 154477-54-0 2-[4-(4-Chloro-butyryl)-phenyl]-2-methyl-propionic acid, methyl ester 
• 192885-13-5 4-(1-hydroxy-4-chlorobutyl)-α,α-dimethylphenylacetic acid 
• 880088-78-8 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionic acid, methyl ester 
• 154477-55-1 methyl 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butanoyl)phenyl)-2-methylpropanoate 
• 83799-24-0 fexofenadine 
• 76811-98-8 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic acid 

Relevant articles and documents

A fexofenadine and method for synthesizing intermediate

The invention relates to a simple and efficient synthetic method of fexofenadine (chemical name: 4-{1-hydroxyl-4-[4-(hydroxyl benzhydryl)-1-piperidyl]-butyl}-alpha, alpha-dimethyl-phenylacetic acid (I)) and its intermediate. According to the method, isopropyl benzene is used as a raw material. Through a Friedel-Crafts acylation reaction, a halogenation reaction and a carbonyl insertion reaction, a key intermediate 4-(4-chloro-1-butyryl)-alpha, alpha-dimethyl phenylacetic acid (IV) is obtained; the key intermediate reacts with another raw material dibenzyl-(4-pyridyl)-methanol (E) to obtain a key pyridinium intermediate 4-{4-chloro-[4-hydroxydiphenylmethyl]-1-pyridinium]-1-butyryl}-alpha, alpha-dimethyl phenylacetic acid (V); and through catalytic hydrogenation and metallic hydrogen reduction, high-purity fexofenadine is obtained. The synthetic method provided by the invention has advantages of smooth process, simple reaction, short route, convenient post-treatment, high yield and low cost, and is a very ideal preparation method of fexofenadine and industrialization feasible route.

PROCESS FOR CARBONYLATING PHENYLALKYL DERIVATIVES BY MEANS OF CARBON MONOXIDE

The invention is directed a process of preparing a compound of formula (I), wherein R1, R2, R3 and z are as defined herein.

FEXOFENADINE POLYMORPHS AND PROCESSES OF PREPARING THE SAME

Anhydrous crystalline fexofenadine hydrochloride Form C, crystalline fexofenadine acetate monohydrate Form D, crystalline fexofenadine acetate dihydrate Form E and crystalline fexofenadine free base monohydrate Form F, processes of preparing the same, pharmaceutical compositions thereof, therapeutic uses thereof and methods of treatment therewith.