2901-13-5

Basic information

• Product Name: Ethyl 2,2-dimethylphenylacetate
• Synonyms: ETHYL DIMETHYLBENZENEACETATE;ETHYL 2,2-DIMETHYLPHENYLACETATE;a,a-Dimethyl-benzeneacetic Acid Ethyl Ester;a-methyl-hydratropic Acid Ethyl Ester;Ethyl 2-phenylisobutyrate;Ethyl a,a-Dimethylbenzeneacetate;Ethyl a,a-Dimethylphenylacetate;Ethyl Dimethylphenylacetate
• CAS NO: 2901-13-5
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 193.26
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 2901-13-5.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 249.5 °C at 760 mmHg
• Flash Point: 95.8 °C
• Appearance: Pale Yellow Liquid
• Density: 0.998 g/cm³
• Vapor Pressure: 0.0229mmHg at 25°C
• Refractive Index: 1.489
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Ethyl 2,2-dimethylphenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2,2-dimethylphenylacetate(2901-13-5)
• EPA Substance Registry System: Ethyl 2,2-dimethylphenylacetate(2901-13-5)

Safety Data

• Hazardous Substances Data: 2901-13-5(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Liquid

Uses

Ethyl Dimethylphenylacetate (cas# 2901-13-5) is a compound useful in organic synthesis.

InChI:InChI=1/C12H16O2/c1-4-14-11(13)12(2,3)10-8-6-5-7-9-10/h5-9H,4H2,1-3H3

Upstream product

• 101-97-3 Ethyl 2-phenylethanoate 
• 74-88-4 methyl iodide 
• 1070-89-9 sodium hexamethyldisilazane 
• 64-17-5 ethanol 
• 611-70-1 phenyl isopropyl ketone 
• 801301-34-8 2-dimethylstibanyl-2-methylpropionic acid ethyl ester 
• 591-50-4 iodobenzene 
• 140-29-4 phenylacetonitrile 
• 1195-98-8 2-methyl-2-phenylpropionitrile 
• 31469-16-6 1-ethoxy-1-((trimethylsilyl)oxy)-2-methylpropene 
• 2510-99-8 ethyl 2-phenylpropanoate 
• 826-55-1 2-methyl-2-phenylpropionic acid 

Downstream Products

• 139676-50-9 4-methyl-3-oxo-4-phenyl-pentanenitrile 
• 162096-53-9 2-[3-(4-Chloro-butyryl)-phenyl]-2-methyl-propionic acid, ethyl ester 
• 76811-97-7 4-(4-chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid ethyl ester 
• 165119-54-0 ethyl 2-(4-iodophenyl)-2-methylpropanoate 
• 83397-45-9 ethyl 2-methyl-2-(4-nitrophenyl)propanoate 
• 228410-36-4 4-iodo-(1'-carboxy-1'-methyl)ethylbenzene 
• 1256633-16-5 2-(2,4-dinitro-phenyl)-2-methyl-propionic acid ethyl ester 
• 1262844-08-5 cumyl n-perfluorobutyl ketone 
• 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 
• 58265-36-4 2-methyl-N,2-diphenylpropanamide 

Relevant articles and documents

Facile synthesis of 2-aryl or β,γ-unsaturated esters via 1,2-Migration from aryl or α,β-unsaturated ketones using thallium(III) p-tosylate

The experiment reports that 2-aryl esters can be efficiently synthesized via 1,2-aryl migration from aryl ketones using thallium(III) p-tosylate in high yields. To determine optimum conditions for conversion of aryl ketones to 2-aryl esters, the effects of solvents were examined. An initial reaction of 4'-methoxypropiophenone and perchloric acid using thallium(III) p-tosylate in ethanol afforded ethyl 2-(4-methoxyphenyl)propanoate in only 10% yield after 24 h at room temperature. However, the corresponding reaction in ethanol/triethyl orthoformate (4/1) was completed in 1 h between 0 °C and room temperature to give ethyl 2-(4-methoxyphenyl)propanoate in 94% yield. The presence of triethyl orthoformate induced rapid ketalization of enol intermediate and facilitated 1,2-migration of the 4-methoxyphenyl group. The relative effectiveness of several metal salts was also examined for conversion of 2',4'-dimethoxypropiophenone to ethyl 2-(2,4-dimethoxyphenyl)propanoate. The solvents were evaporated off under reduced pressure, and the residue was dissolved in methylene chloride. The white precipitate was filtered off, and the resulting yellow solution was poured into saturated NaHCO3 solution and extracted with methylene chloride. The combined organic layers were dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was purified by vacuum distillation using a Kugelrohr apparatus to give 4g as a colorless liquid.

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.