3,4-Dichloroaniline → N-(3,4-dichlorophenyl)leucine Iso-butyl Ester

HRID 1739187Notes

Reaction equation

HRID 1739187 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].[CH3:10][CH:11]([CH3:22])[CH2:12][C:13](=O)[C:14]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15]>>[CH2:17]([O:16][C:14](=[O:15])[C@H:13]([CH2:12][CH:11]([CH3:22])[CH3:10])[NH:5][C:4]1[CH:6]=[CH:7][C:8]([Cl:9])=[C:2]([Cl:1])[CH:3]=1)[CH:18]([CH3:20])[CH3:19]

Participants

3

Reactant 2

HCID 72573,4-DichloroanilineHCID 22592455HCID 22592455, compound

Product 1

HCID 54140808N-(3,4-dichlorophenyl)leucine Iso-butyl Ester

Procedure

Following General Procedure A above and using 3,4-dichloroaniline (Aldrich) and iso-butyl 4-methyl-2-oxopentanoate (prepared by following General Procedure O above using 4-methyl-2-oxovaleric acid (Fluka) and iso-butanol), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.6 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=0.6 in 25% EtOAc/hexanes) and purification

Sources & evidence

ORD record
ord-6d7682f009da4fd3906657626abd00c0
Source dataset
uspto-grants-1999_10
Patent number
US05965614

Reaction notes

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