Ethanol → (2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide hydrochloride

HRID 545104Notes

Reaction equation

HRID 545104 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][C@@H:8]([CH2:12][NH:13][C:14](=[O:17])[CH2:15][Cl:16])[CH2:7]1.C(OCC)(=O)C.Cl.C(O)C>C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][C@@H:8]([CH2:12][NH:13][C:14](=[O:17])[CH2:15][Cl:16])[CH2:7]1

Participants

5

Reactant 3

HCID 702EthanolHCID 21866389Hydrogen chloride-ethyl acetateHCID 57686783(2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide

Product 1

HCID 67169608(2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The resultant product (31.0 g) of (1-1) was dissolved in ethyl acetate (100 mL), and a 4 mol/L hydrogen chloride-ethyl acetate solution (22.5 mL) was added dropwise under ice-cooling. Ethanol was further added for dissolution, and the mixture was left standing overnight and the resulting solid was collected by filtration, washed with ethyl acetate, and dried to give the title compound (29.8 g) as white crystals.

Workup

  1. temperaturecooling
  2. waitthe mixture was left
  3. filtrationthe resulting solid was collected by filtration
  4. washwashed with ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-d171954690e7498b937d5f518a3be831
Source dataset
uspto-grants-2011_05
Patent number
US07935700B2

Reaction notes

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