Benzylamine → Ethyl 3-(benzylamino)butanoate

HRID 2299104Notes

Reaction equation

HRID 2299104 reaction equation
[C:1]([O:6][CH2:7][CH3:8])(=[O:5])/[CH:2]=[CH:3]/[CH3:4].[CH2:9]([NH2:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[CH2:9]([NH:16][CH:3]([CH3:4])[CH2:2][C:1]([O:6][CH2:7][CH3:8])=[O:5])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 429065Ethyl trans-crotonate

Product 1

HCID 236384Ethyl 3-(benzylamino)butanoateYield 69%

Procedure

A solution of ethyl crotonate (5.0 ml, 40 mmol) and benzyl amine (4.8 ml, 44 mmol) was heated to 100° C. for 18 hs. The reaction was allowed to cool and the product was distilled at 90° C. at 200 mtorr pressure to give the ethyl 3-(benzylamino)butanoate (6.1 g, 69%) as a clear oil, MS (M+H)+=222.

Workup

  1. temperatureto cool
  2. distillationthe product was distilled at 90° C. at 200 mtorr pressure

Sources & evidence

ORD record
ord-848a448f0af148e48bd99e9eb0f9003f
Source dataset
uspto-grants-2002_12
Patent number
US06495565B2

Reaction notes

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