3,5-Dichloroaniline → N-(3,5-dichlorophenyl)alanine isobutyl ester

HRID 133331

Reaction equation

HRID 133331 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:9])[CH:8]=1)[NH2:5].[C:10]([O:15][CH2:16][CH:17]([CH3:19])[CH3:18])(=[O:14])[C:11]([CH3:13])=O>>[CH2:16]([O:15][C:10](=[O:14])[C@H:11]([CH3:13])[NH:5][C:4]1[CH:3]=[C:2]([Cl:1])[CH:8]=[C:7]([Cl:9])[CH:6]=1)[CH:17]([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 122813,5-DichloroanilineHCID 83084Isobutyl pyruvate

Product 1

HCID 54461425N-(3,5-dichlorophenyl)alanine isobutyl ester

Procedure

Following General Procedure AA above and using 3,5-dichloroaniline (Aldrich) and isobutyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.4 in 25% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 25% EtOAc/hexanes as the eluant).

Workup

  1. customThe reaction was monitored by tlc on silica gel (Rf=0.4 in 25% EtOAc/hexanes) and purification

Sources & evidence

ORD record
ord-8837b08adeb74b129b8749ac560c28d2
Source dataset
uspto-grants-2008_06
Patent number
US07390801B2

Linked notes

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