Methyl chloroacetate → Glycine, N-[3-(trifluoromethyl)phenyl]-, methyl ester

HRID 703794Notes

Reaction equation

HRID 703794 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].Cl[CH2:13][C:14]([O:16][CH3:17])=[O:15].O.O.O.C([O-])(=O)C.[Na+]>>[CH3:17][O:16][C:14](=[O:15])[CH2:13][NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=1

Participants

4

Reactant 3

HCID 7295Methyl chloroacetateHCID 73753-(Trifluoromethyl)anilineHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 251270Glycine, N-[3-(trifluoromethyl)phenyl]-, methyl ester

Procedure

3-Trifluoromethylaniline (80.5 g), methyl chloroacetate (44 ml) and sodium acetate trihydrate (114 g) were treated according to the method of Intermediate 1 to give a solid (84 g), a sample of which (ca. 1 g) was purified by FCC eluting with System A (1:1) to give a solid which was recrystallised from System A to give the title compound, m.p. 60°-63°.

Sources & evidence

ORD record
ord-d84c99f7928f4c7ea76bae5facbb8b2f
Source dataset
uspto-grants-1991_01
Patent number
US04985427

Reaction notes

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