ChemicalBook CAS DataBase List 3-CHLORO-N-METHYLBENZYLAMINE

3-CHLORO-N-METHYLBENZYLAMINE synthesis

7synthesis methods

Product Name:3-CHLORO-N-METHYLBENZYLAMINE
CAS Number:39191-07-6
Molecular formula:C8H10ClN
Molecular Weight:155.62

104-83-6 Synthesis

104-83-6
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$15.00/50g

74-89-5 Synthesis

74-89-5
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$13.44/25ML

39191-07-6
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$17.00/1g

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) ? 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