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Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate

CAS No.
323176-93-8
Chemical Name:
Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate
Synonyms
Venlafaxine EP IMpurity B;Venlafaxine IMpurity B;Venlafaxine EP Impurity B HCl;Ethyl (2RS)-3-(Dimethylamino)-2-(4-;ethyl 3-(dimethylamino)-2-(4-methoxyphenyl);ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)propanoate;Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate;Ethyl 3-Dimethylamino-2-(4-methoxy-phenyl)-propionate;Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate;Venlafaxine EP Impurity B (Venlafaxine Ester Impurity)
CBNumber:
CB22508656
Molecular Formula:
C14H21NO3
Molecular Weight:
251.32
MDL Number:
MFCD16293840
MOL File:
323176-93-8.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate Properties

Boiling point 337.9±42.0 °C(Predicted)
Density 1.045±0.06 g/cm3(Predicted)
storage temp. Refrigerator
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Oil
pka 8.61±0.28(Predicted)
color Pale Brown to Light Brown
FDA UNII 20A3002JTT

Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC TRC-E925055-50MG Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate >95%(HPLC) 323176-93-8 50mg $278 2026-06-03 Buy
TRC TRC-E925055-500MG Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate >95%(HPLC) 323176-93-8 500mg $1983 2026-06-03 Buy
Biosynth IE63864 Ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)propanoate 323176-93-8 5mg $178.5 2026-06-04 Buy
Biosynth IE63864 Ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)propanoate 323176-93-8 10mg $290.3 2026-06-04 Buy
Biosynth IE63864 Ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)propanoate 323176-93-8 25mg $453.75 2026-06-04 Buy
Product number Packaging Price Buy
TRC-E925055-50MG 50mg $278 Buy
TRC-E925055-500MG 500mg $1983 Buy
IE63864 5mg $178.5 Buy
IE63864 10mg $290.3 Buy
IE63864 25mg $453.75 Buy

Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate Chemical Properties, Uses, Production

Synthesis

A mixture of ethyl p-methoxyphenylacetate (4 g, 20.62 mmol), paraformaldehyde (1.05 g, 35.0 mmol) and TBAI (0.381 g, 1.03 mmol) was heated in PhMe (16 ml) at 80-85 ºC for 3.5 hours. The reaction mixture was allowed to cool. Then, a solution of Me2NH in THF was added to the reaction mixture at 0 ºC in the presence of catalytic FeCl3 (0.160 g, 0.001 mol) and stirred for 45 minutes. After completion of the reaction, 100 ml water was added to the reaction mixture and aqueous layer was acidified with conc. HCl (pH = 2). Aqueous layer was washed with DCM (3x 50 ml) and made alkaline (pH = 8) using 5% NaOH solution, extracted with DCM (3x 50 ml), washed with water, brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Column chromatographic purification over silca gel (0.5% MeOH in CHCl3) furnished aminoester 65 as a thick colourless oil (3.08 g). When the reaction was carried out without catalyst, it took 48 hours for completetion.

Uses

Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate (Venlafaxine EP Impurity B) is an impurity of Venlafaxine (impurity B).

Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 58)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15350 60
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Tonichem Pharmaceutical Technology Co., Ltd. +86 (0752) 222-7171, +86 15815821171 China 1117 58
Zhengzhou Acme Chemical Co., Ltd. 0371-0371-55629727 13323845623 2885676761@qq.com China 9957 58
Shenzhen SUNGENING Bio-Medical Co., Ltd. 0755-28967200 13631290199 wxf@sungening.com China 9609 60
Shanghai XunTang Chemical Technology Co., Ltd. 15900811974 546264981@qq.com China 97 58
Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate D,L N,O-Didesmethylvenlafaxine (Venlafaxine Impurity B) ethyl 3-(dimethylamino)-2-(4-methoxyphenyl) Venlafaxine impurity 2/Venlafaxine EP Impurity B HCl/Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate hydrochloride Ethyl (2RS)-3-(DiMethylaMino)-2-(4-Methoxyphenyl)propanoate Hydrochloride Venlafaxine EP Impurity B HCl ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)propanoate α-[(DiMethylaMino)Methyl]-4-Methoxybenzeneacetic Acid Ethyl Ester Venlafaxine IMpurity B Ethyl (2RS)-3-(Dimethylamino)-2-(4- Benzeneacetic acid, α-[(dimethylamino)methyl]-4-methoxy-, ethyl ester Venlafaxine EP Impurity B (Venlafaxine Ester Impurity) Ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)propanoate (Venlafaxine Impurity) Ethyl 3-Dimethylamino-2-(4-methoxy-phenyl)-propionate Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate Venlaflaxine Hydrochloride Imp. B (EP) as hydrochloride: Ethyl (2RS)-3-(dimethylamino)-2-(4-methoxyphenyl)-propanoate hydrochloride Venlafaxine EP IMpurity B 323176-93-8 Intermediates & Fine Chemicals Pharmaceuticals Aromatics Impurities