Benzaldehyde → 1-Chloro-4-phenyl-3-buten-2-one

HRID 553347Notes

Reaction equation

HRID 553347 reaction equation
[Cl:1][CH2:2][C:3](=[O:24])[CH:4]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C1(C)C=CC=CC=1>[Cl:1][CH2:2][C:3](=[O:24])[CH:4]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 2870041-Chloro-3-(triphenyl phosphoranylidene)propan-2-one

Product 1

HCID 217948981-Chloro-4-phenyl-3-buten-2-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1-chloro-3-(triphenylphosphanylidene)-propane-2-one (2.8 g, 7.9 mmol) and freshly distilled benzaldehyde (0.7 g, 6.6 mmol) in toluene (10 ml) is heated at reflux for 20 hours. Evaporation to dryness yields a mixture containing the title compound that is used in the subsequent step without purification.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 20 hours
  3. customEvaporation to dryness
  4. customyields a mixture

Sources & evidence

ORD record
ord-1f0cee3969a740d2bd1f8cc80550543e
Source dataset
uspto-grants-2011_11
Patent number
USRE042890E1

Reaction notes

Loading…