3-CHLORO-N-METHYLBENZYLAMINE synthesis
- Product Name:3-CHLORO-N-METHYLBENZYLAMINE
- CAS Number:39191-07-6
- Molecular formula:C8H10ClN
- Molecular Weight:155.62
Yield: 1.7 g
Reaction Conditions:
in ethanolReflux;
Steps:
1 Step 1: 1 -(3 -Chlorophenyl)-N-methylmethanamine
An ethanolic solution of methylamine (33% w/v, 17 mL) was added to 4-chlorobenzyl chloride(2.0 g, 12.42 mmol) and the resulting mixture was refluxed overnight. Ethanol was removedby distillation. The residue was diluted with water (100 mL) and washed with ethyl acetate(150 mL x 2). The aqueous layer was basified with solid potassium carbonate till pH 8 andextracted with ethyl acetate (100 mL x 2). The combined organic layers were washed with water (100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 1.7 g of the titled compound. ‘H NMR (300 MHz, DMSO-d6) ö 2.22 (s, 3H), 3.32 (br s, 1H), 3.62 (s, 2H), 7.25-7.38 (m, 4H); ESI-MS (m/z) 156 (M+H).
References:
GLENMARK PHARMACEUTICALS S.A.;DAS, Sanjib;GHARAT, Laxmikant Atmaram;HARDE, Rajendra Laxman;THOMAS, Abraham;KHAIRATKAR-JOSHI, Neelima;SHAH, Daisy Manish;BAJPAI, Malini WO2017/199103, 2017, A1 Location in patent:Page/Page column 28
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
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