Water → 2-acetyl-3-(3-chlorophenyl)-N-(3-phenyl-2-propene-1-yl)acrylamide

HRID 1700331Notes

Reaction equation

HRID 1700331 reaction equation
[O:1]=[C:2]([CH3:16])[CH2:3][C:4]([NH:6][CH2:7][CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:5].[Cl:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[CH:21]=O.N1CCCCC1.O>C1C=CC=CC=1>[C:2]([C:3](=[CH:21][C:20]1[CH:23]=[CH:24][CH:25]=[C:18]([Cl:17])[CH:19]=1)[C:4]([NH:6][CH2:7][CH:8]=[CH:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:5])(=[O:1])[CH3:16]

Participants

6

Reactant 4

HCID 962WaterHCID 8082PiperidineHCID 114773-ChlorobenzaldehydeHCID 53935748HCID 53935748, compound

Product 1

HCID 541391202-acetyl-3-(3-chlorophenyl)-N-(3-phenyl-2-propene-1-yl)acrylamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

652 mg (3.00 mmol) of 3-oxo-N-(3-phenyl-2-propene-1-yl)butyramide, 0.340 ml (3.00 mmol) of 3-chlorobenzaldehyde and 0.030 ml (0.30 mmol) of piperidine were heated under reflux in 25 ml of benzene overnight while water was removed. Benzene was evaporated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=2/1) to obtain the title compound.

Workup

  1. customwas removed
  2. customBenzene was evaporated under reduced pressure
  3. customThe residue was purified by the silica gel chromatography (hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-c12809298a83489e8827c50a4fb0ee21
Source dataset
uspto-grants-2002_02
Patent number
US06350762B1

Reaction notes

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