4-Chloroaniline → N-(p-chlorophenyl)valine

HRID 648295Notes

Reaction equation

HRID 648295 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.Br[CH:10]([CH:28]([CH3:30])[CH3:29])[C:11]([O:13]CC1C=CC(CC2C=CC=CC=2)=CC=1)=[O:12].BrC(C(C)C)C(OC(C#N)C1C=CC=C(CC2C=CC=CC=2)C=1)=O>>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C@H:10]([C:11]([OH:13])=[O:12])[CH:28]([CH3:30])[CH3:29])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 78124-ChloroanilineHCID 54165588HCID 54165588, compoundHCID 54382942HCID 54382942, compound

Product 1

HCID 13796078N-(p-chlorophenyl)valine

Procedure

Following the procedure of Example 6, 4-chloroaniline is reacted with each of p-benzylbenzyl α-bromoisovalerate and m-benzyl-α-cyanobenzyl α-bromoisovalerate to yield the p-benzylbenzyl ester of N-(4-chlorophenyl)valine, MS m/e 407 (M+), and the m-benzyl-α-cyanobenzyl ester of N-(4-chlorophenyl)valine, MS m/e 432 (M+).

Sources & evidence

ORD record
ord-ce9c34ffafcb4774b02a52401098a8fc
Source dataset
uspto-grants-1983_10
Patent number
US04411912

Reaction notes

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