| Identification | Back Directory | [Name]
Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate | [CAS]
323176-93-8 | [Synonyms]
Venlafaxine IMpurity B
Venlafaxine EP IMpurity B
Venlafaxine EP Impurity B HCl
Ethyl (2RS)-3-(Dimethylamino)-2-(4-
ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)
Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate
ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)propanoate
Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate
Venlafaxine EP Impurity B (Venlafaxine Ester Impurity)
D,L N,O-Didesmethylvenlafaxine (Venlafaxine Impurity B)
α-[(DiMethylaMino)Methyl]-4-Methoxybenzeneacetic Acid Ethyl Ester
Benzeneacetic acid, α-[(dimethylamino)methyl]-4-methoxy-, ethyl ester
Ethyl (2RS)-3-(DiMethylaMino)-2-(4-Methoxyphenyl)propanoate Hydrochloride
Venlafaxine impurity 2/Venlafaxine EP Impurity B HCl/Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate hydrochloride | [Molecular Formula]
C14H21NO3 | [MOL File]
323176-93-8.mol | [Molecular Weight]
251.32 |
| Chemical Properties | Back Directory | [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 |
| Questions And Answer | Back Directory | [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. |
| Hazard Information | Back Directory | [Uses]
An impurity of Venlafaxine (impurity B). | [Uses]
Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate (Venlafaxine EP Impurity B) is an impurity of Venlafaxine (impurity B). |
|
| Company Name: |
Lavybens Pharma
|
| Tel: |
+91-8790466757 +91-8790466756 |
| Website: |
www.lavybenspharma.com |
| Company Name: |
SAG Chem
|
| Tel: |
+91-9819395336 +91-9819395336 |
| Website: |
www.sagchem.com |
|