Acrylamide → 3-Benzylaminopropionamide

HRID 2189397Notes

Reaction equation

HRID 2189397 reaction equation
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].[CH2:6]([NH2:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(O)C>[CH2:6]([NH:13][CH2:3][CH2:2][C:1]([NH2:5])=[O:4])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 6579AcrylamideHCID 7504Benzylamine

Product 1

HCID 854513-Benzylaminopropionamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of acrylamide (32 g) in ethanol (450 mL) was added benzylamine (59 mL), and the mixture was stirred at 60° C. overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/1-dichloromethane/methanol=50/1) to give the title compound (73.2 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/1-dichloromethane/methanol=50/1)

Sources & evidence

ORD record
ord-8f9a8e0339fe410fbe3818d9e7257df1
Source dataset
uspto-grants-2012_12
Patent number
US08324176B2

Reaction notes

Loading…