1-(Triphenylphosphoranylidene)acetone → HCID 805695, compound

HRID 443958Notes

Reaction equation

HRID 443958 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([CH:20]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(=[O:19])[CH3:18]>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[CH:18][C:17](=[O:19])[CH3:20])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 150381-(Triphenylphosphoranylidene)acetoneHCID 78109Benzaldehyde, 4-(phenylmethoxy)-

Product 1

HCID 805695HCID 805695, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 10.0 g of p-benzyloxybenzaldehyde and 15.7 g of acetylmethylenetriphenylphosphorane in 100 ml of toluene was heated under reflux for 2 hours, the solvent was then evaporated and the residual crystals were recrystallized from ether to give 9.5 g of the desired compound melting at 106°-107° C.

Workup

  1. temperatureunder reflux for 2 hours
  2. customthe solvent was then evaporated
  3. customthe residual crystals were recrystallized from ether

Sources & evidence

ORD record
ord-781ceb1b640743f0a72a9494fd21b010
Source dataset
uspto-grants-1981_04
Patent number
US04262013

Reaction notes

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