Acetyl chloride → N-Methyl-phenylglycine methyl ester hydrochloride

HRID 1003960

Reaction equation

HRID 1003960 reaction equation
[CH3:1][N:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:3][C:4]([OH:6])=[O:5].[C:13]([Cl:16])(=O)C>CO>[ClH:16].[CH3:13][O:5][C:4](=[O:6])[CH2:3][N:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:1]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 420843N-Methyl-N-phenyl-glycine

Product 1

HCID 70291077N-Methyl-phenylglycine methyl ester hydrochlorideYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared by Method A of Example 19 but using N-methyl-phenylglycine (prepared in turn from 2-chlorophenylacetic acid and methylamine) (3.5 g) methanol (20 ml) and acetyl chloride (40 ml) over 48 hours. The title compound was obtained in 94% yield, after trituration with methanol, as a white solid.

Workup

  1. customPrepared by Method A of Example 19
  2. customover 48 hours

Sources & evidence

ORD record
ord-3f0ae84401de4753b2d31985f3ef5bd9
Source dataset
uspto-grants-2000_04
Patent number
US06048852

Linked notes

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