2-Naphthylamine → 2-[N-(naphth-2-yl)amino]butanoic Acid Ethyl Ester

HRID 23050

Reaction equation

HRID 23050 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.Br[CH:13]([CH2:19][CH3:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(Cl)(Cl)Cl>[CH2:17]([O:16][C:14](=[O:15])[CH:13]([NH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1)[CH2:19][CH3:20])[CH3:18]

Participants

4

Reactant 2

HCID 70572-NaphthylamineHCID 79039Butanoic acid, 2-bromo-, ethyl ester

Product 1

HCID 101313222-[N-(naphth-2-yl)amino]butanoic Acid Ethyl Ester

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Following General Procedure AJ above and using 2-aminonaphthalene (Aldrich) and ethyl 2-bromobutyrate (Aldrich), the title compound was prepared as a solid, m.p. 81-83° C. The reaction was monitored by silica gel tlc (Rf=0.5 in CHCl3). Purification was by chromatography (silica gel using chloroform as the eluant).

Workup

  1. customPurification

Sources & evidence

ORD record
ord-6e4353b64d914f0d9dd8180a2a62c6ef
Source dataset
uspto-grants-2005_02
Patent number
US06849650B2

Linked notes

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