Water → Benzenemethanamine, 3-chloro-N-methyl-

HRID 715930

Reaction equation

HRID 715930 reaction equation
[CH3:1][NH2:2].O.[Cl:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8]Cl>CN(C)C=O>[Cl:4][C:5]1[CH:6]=[C:7]([CH2:8][NH:2][CH3:1])[CH:10]=[CH:11][CH:12]=1

Participants

5

Procedure

To a solution of methylamine (2.0 M solution in tetrahydrofuran, 30 ml) in N,N-dimethylformamide (30 ml), 3-chlorobenzyl chloride (2.5 ml) was added, and the mixture was stirred at room temperature for 4.5 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The extract was washed with water and saturated saline in this order and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain a crude product of the title compound, which was used in the next reaction without being purified.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe extract was washed with water and saturated saline in this order
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-1a706568e7d04c9a815fc834067676db
Source dataset
uspto-grants-2015_11
Patent number
US09187489B2

Linked notes

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