76811-97-7

Basic information

• Product Name: Ethyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate
• Synonyms: ETHYL,4-(4-CHLORO-1-OXOBUTYL)-A,A-DIMETHYLBENZENE ACETATE;ETHYL 4-(4-CHLORO-1-OXOBUTYL)-ALPHA,ALPHA-DIMETHYLBENZENEACETATE;4-(4-Chloro-1-oxobutyl)-alpha,alpha-dimethyl-benzeneacetic acid ethyl ester;ETHYL 4-(4-CHLORO-1-OXOBUTYL)-α,α-DIMETHYLBENZENEACETATE;4-(4-CHLORO-1-OXOBUTYL)-ALPHA,ALPHA-DIMETHYLBENZOIC ACID ETHYL ESTER;Benzeneacetic acid, 4-(4-chloro-1-oxobutyl)-a,a-diMethyl-, ethyl ester
• CAS NO: 76811-97-7
• Molecular Formula: C₁₆H₂₁ClO₃
• Molecular Weight: 296.79
• Product Categories: (intermediate of fexofenadine)
• Mol File: 76811-97-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 409.8 °C at 760 mmHg
• Flash Point: 150.7 °C
• Appearance: /
• Density: 1.105
• Vapor Pressure: 6.33E-07mmHg at 25°C
• Refractive Index: 1.506
• CAS DataBase Reference: Ethyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate(76811-97-7)
• EPA Substance Registry System: Ethyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate(76811-97-7)

Safety Data

• Hazardous Substances Data: 76811-97-7(Hazardous Substances Data)

Usage

Uses

Ethyl 4-(4-chloro-1-oxobutyl)-α,α-dimethylphenylacetate is used as a reagent in the preparation of hydroxydiphenylmethylpiperidines as antihistaminics.

InChI:InChI=1/C16H21ClO3/c1-4-20-15(19)16(2,3)13-9-7-12(8-10-13)14(18)6-5-11-17/h7-10H,4-6,11H2,1-3H3

Upstream product

• 162096-54-0 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionic acid 
• 64-17-5 ethanol 
• 71-43-2 benzene 
• 18755-52-7 (2-acetoxy-1,1-dimethylethyl)benzene 
• 169032-11-5 2-(4-(4-Chloro-1-oxo-butyl))-phenyl-2-methyl propanyl acetate 
• 169280-26-6 2-(4-(1-Oxo-1-cyclopropanyl)-phenyl)-2-methylpropanol 
• 2901-13-5 ethyl 2-methyl-2-phenylpropionate 
• 4635-59-0 4-Chlorobutanoyl chloride 
• 826-55-1 2-methyl-2-phenylpropionic acid 
• 169280-21-1 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionic acid 
• 7623-11-2 2-chlorobutyryl chloride 
• 169280-10-8 [4-(cyclopropylcarbonyl)]-α-α-dimethylbenzeneacetic acid ethyl ester 

Downstream Products

• 97927-85-0 4-[4-[4-(Hydroxydiphenylmethyl-)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic acid ethyl ester 
• 169280-10-8 [4-(cyclopropylcarbonyl)]-α-α-dimethylbenzeneacetic acid ethyl ester 
• 1448311-89-4 4-(4-chloro-1-hydroxyl-butyl)-α,α-dimethyl phenyl acetic acid ethyl ester 
• 174483-06-8 ethyl 4-[4[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylbenzeneacetate 
• 83799-24-0 fexofenadine 
• 138452-21-8 fexofenadine hydrochloride 
• 76811-96-6 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic acid, ethyl ester hydrochloride 

Relevant articles and documents

A fexofenadine hydrochloride process for synthesizing

The invention discloses a synthetic process of fexofenadine hydrochloride. The synthetic process of fexofenadine hydrochloride comprises the following steps of: with alpha, alpha-dimethyl phenylacetic acid as a raw material, carrying out an esterification reaction on alpha, alpha-dimethyl phenylacetic acid and absolute ethyl alcohol under the catalysis of a silica gel loaded phosphotungstic acid (PW12/SiO2) solid acid catalyst to obtain alpha, alpha-dimethyl ethyl phenylacetate; carrying out Friedel-Grafts reaction on alpha, alpha-dimethyl ethyl phenylacetate and 4-chlorobutyryl chloride to obtain alpha, alpha-dimethyl-4-(4-chloro-1-oxo butyl) ethyl phenylacetate; reducing by virtue of sodium borohydride in 95% ethyl alcohol to obtain alpha, alpha-dimethyl-4-(4-chloro-1-hydroxyl butyl) ethyl phenylacetate; and carrying out N-alkylation reaction on alpha, alpha-dimethyl-4-(4-chloro-1-hydroxyl butyl) ethyl phenylacetate and alpha, alpha-dimethyl-4-piperidine methyl alcohol in DMF (dimethyl formamide) for 24 hours at the temperature of 80 DEG C to obtain alpha, alpha-dimethyl-4-[1-hydroxyl-4-[4-(hydroxyl diphenylmethyl)-1-piperidyl]-butyl] ethyl phenylacetate, and then carrying out alkali hydrolysis and salification by virtue of hydrochloric acid, so that fexofenadine hydrochloride is obtained. The synthetic process of fexofenadine hydrochloride is high in yield and low in cost, produces less pollution and is applicable to industrial mass production.

ANTIHISTAMINIC PIPERIDINE DERIVATIVES AND INTERMEDIATES FOR THE PREPARATION THEREOF

This invention relates to novel piperidine derivatives of formula (I) and a process for the preparation thereof, wherein R1 is H or C1-C6alkyl wherein the C1-C6alkyl moiety is straight or branched; R2 is -COOH or -COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched; or stereoisomers or pharmaceutically acceptable acid addition salt thereof.

Intermediates useful for the preparation of antihistaminic piperidine derivatives

The present invention is related to a novel intermediates and processes which are useful in the preparation of certain antihistaminic piperidine derivatives of the formula whereinW represents —C(=O)— or —CH(OH)—;R1 represents hydrogen or hydroxy;R2 represents hydrogen;R1 and R2 taken together form a second bond between the carbon atoms bearing R1 and R2;n is an integer of from 1 to 5;m is an integer 0 or 1;R3 is —COOH or —COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched each of A is hydrogen or hydroxy; andpharmaceutically acceptable salts and individual optical isomers thereof, with the proviso that where R1 and R2 are taken together to form a second bond between the carbon atoms bearing R1 and R2 or where R1 represented hydroxy, m is an integer 0.