1-(Triphenylphosphoranylidene)acetone → HCID 57147667, compound

HRID 2049719Notes

Reaction equation

HRID 2049719 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH:17]=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19]([CH:22]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(=[O:21])[CH3:20]>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][CH:17]=[CH:20][C:19](=[O:21])[CH3:22])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 150381-(Triphenylphosphoranylidene)acetoneHCID 563558HCID 563558, compound

Product 1

HCID 57147667HCID 57147667, compoundYield 105.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 21.2 g of 3-(p-benzyloxyphenyl)propionaldehyde and 30.9 g of acetylmethylenetriphenylphosphorane in 120 ml of tetrahydrofuran was heated under reflux for 4.5 hours, the solvent was then evaporated and the residual crystals were recrystallized from a mixture of n-hexane and ether (5:1) to give 26.1 g of the desired compound melting at 70°-72° C.

Workup

  1. temperatureunder reflux for 4.5 hours
  2. customthe solvent was then evaporated
  3. customthe residual crystals were recrystallized from a mixture of n-hexane and ether (5:1)

Sources & evidence

ORD record
ord-a098faab06dd4e2eb9fb5b1480de5940
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

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