Ammonia → 2-Propenamide, 3-phenyl-

HRID 1774271Notes

Reaction equation

HRID 1774271 reaction equation
[C:1]([O:11]C)(=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH3:13]>CO>[C:1]([NH2:13])(=[O:11])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Conditions

Temperature
90 °C

Procedure

A solution of methyl cinnamate (28 mmol) and 7M ammonia in MeOH (30 ml) was sealed in a 100 ml thick-wall round bottom flashed, and heated at 90° C. with stirring for 72 h, resulting in a brown solution. After the solvent was removed by a rotary evaporator, the crude products were purified by flash silica gel chromatography (eluting with 2-10% MeOH in DCM) to afford cinnamamide.

Workup

  1. customresulting in a brown solution
  2. customAfter the solvent was removed by a rotary evaporator
  3. customthe crude products were purified by flash silica gel chromatography (eluting with 2-10% MeOH in DCM)

Sources & evidence

ORD record
ord-f89143d9875445349fdf3b08bb63c741
Source dataset
uspto-grants-2016_02
Patent number
US09260382B2

Reaction notes

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