4-(Trifluoromethyl)aniline → Valine, N-[4-(trifluoromethyl)phenyl]-

Reaction equation

[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.Br[CH:13]([CH:33]([CH3:35])[CH3:34])[C:14]([O:16]C(C#N)C1C=CC=C(OC2C=CC=CC=2)C=1)=[O:15]>>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:9]=[CH:8][C:6]([NH:7][C@H:13]([C:14]([OH:16])=[O:15])[CH:33]([CH3:35])[CH3:34])=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 99644-(Trifluoromethyl)aniline

HCID 13705788alpha-Cyano-m-phenoxybenzyl alpha-bromoisovalerate

Product 1

HCID 13388454Valine, N-[4-(trifluoromethyl)phenyl]-

Procedure

Following the procedure of Example 6, 4-trifluoromethylaniline is reacted with α-cyano-m-phenoxybenzyl α-bromoisovalerate to yield the α-cyano-m-phenoxybenzyl ester of N-(4-trifluoromethylphenyl)valine, MS m/e 468.2 (M+).

Sources & evidence

ORD record: ord-43dc9802ea724a8084d1490354e8d8ee
Source dataset: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04411912

Reaction notes

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