N-Methylbenzylamine → 3-(Benzyl-methyl-amino)-butyric acid methyl ester

HRID 427405Notes

Reaction equation

HRID 427405 reaction equation
[CH2:1]([NH:8][CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]([O:15][CH3:16])(=[O:14])/[CH:11]=[CH:12]/[CH3:13]>>[CH3:16][O:15][C:10](=[O:14])[CH2:11][CH:12]([N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:9])[CH3:13]

Participants

3

Reactant 2

HCID 7669N-MethylbenzylamineHCID 638132Methyl Crotonate

Product 1

HCID 232160883-(Benzyl-methyl-amino)-butyric acid methyl esterYield 110.4%

Procedure

Benzyl-methyl-amine (20 g, 165 mmol, 1.0 equiv) was added neat to methyl crotonate (19.8 g, 198 mmol, 1.2 equiv). The resulting solution was stirred at room temperature for 72 h. The excess crotonic ester was removed in vacuo to yield the desired product (40.3 g, ˜100%) which was used without further purification; MS, m/z 222=M+1.

Workup

  1. customThe excess crotonic ester was removed in vacuo

Sources & evidence

ORD record
ord-6ff6a88a48394b54b674b3f59bab865e
Source dataset
uspto-grants-2001_11
Patent number
US06313117B1

Reaction notes

Loading…