N-(p-chlorophenyl)valine → N-methyl,N-(4-chlorophenyl)valine

HRID 1389366Notes

Reaction equation

HRID 1389366 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C@H:9]([C:13]([OH:15])=[O:14])[CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1.[CH3:16]C1C=CC(N[C@H](C(O)=O)C(C)C)=CC=1>>[CH3:16][N:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C@H:9]([C:13]([OH:15])=[O:14])[CH:10]([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 13796078N-(p-chlorophenyl)valineHCID 53646739N-(4-methylphenyl)valine

Product 1

HCID 70536039N-methyl,N-(4-chlorophenyl)valine

Procedure

Each of the m-phenoxybenzyl ester of N-(4-chlorophenyl)valine and N-(4-methylphenyl)valine is methylated using the procedure of Example 2 to yield the m-phenoxybenzyl ester of N-methyl,N-(4-chlorophenyl)valine, MS m/e 423 (M+), and the m-phenoxybenzyl ester of N-methyl,N-(4-methylphenyl)valine, MS m/e 403.2 (M+).

Sources & evidence

ORD record
ord-5c88aed80f054d2cadb2a2219fd42d7e
Source dataset
uspto-grants-1981_01
Patent number
US04243819

Reaction notes

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