3,4-Dichloroaniline → 2-[N-(3,4-dichlorophenyl)amino]pentanoic Acid Iso-butyl Ester

HRID 1369766Notes

Reaction equation

HRID 1369766 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].O=[C:11]([CH2:19][CH2:20][CH3:21])[C:12]([O:14][CH2:15][CH:16]([CH3:18])[CH3:17])=[O:13]>>[CH2:15]([O:14][C:12](=[O:13])[CH:11]([NH:5][C:4]1[CH:6]=[CH:7][C:8]([Cl:9])=[C:2]([Cl:1])[CH:3]=1)[CH2:19][CH2:20][CH3:21])[CH:16]([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 72573,4-DichloroanilineHCID 22592437HCID 22592437, compound

Product 1

HCID 99050622-[N-(3,4-dichlorophenyl)amino]pentanoic Acid Iso-butyl Ester

Procedure

Following General Procedure AA above and using 3,4-dichloroaniline (Aldrich) and iso-butyl 2-oxopentanoate (prepared by following General Procedure AO above using 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=0.5 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=0.5 in 25% EtOAc/hexanes) and purification

Sources & evidence

ORD record
ord-9f68a560db964b1e9bb5237a8ea4ca99
Source dataset
uspto-grants-2003_06
Patent number
US06579867B2

Reaction notes

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