1-(Triphenylphosphoranylidene)acetone → HCID 23035652, compound

HRID 1381631Notes

Reaction equation

HRID 1381631 reaction equation
[C:1]([CH:4]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(=[O:3])[CH3:2].[C:24]1([N:30]2[CH:33]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[C:32](=O)[C:31]2=[O:41])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C1C=CC=CC=1>[O:3]=[C:1]([CH3:4])/[CH:2]=[C:32]1/[C:31](=[O:41])[N:30]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:33]/1[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

4

Reactant 2

HCID 150381-(Triphenylphosphoranylidene)acetoneHCID 133600861,4-Diphenylazetidine-2,3-dione

Product 1

HCID 23035652HCID 23035652, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of 0.67 g of acetylmethylene triphenylphosphorane in 70 ml of benzene was added at room temperature under a nitrogen atmosphere a solution of 0.50 g of 1,4-diphenyl-2,3-azetidinedione in 30 ml of benzene, and the mixture was stirred overnight. After completion of the reaction, the benzene was evaporated, and the residue was applied to silica gel column chromatography (eluent; methylene chloride). The desired fractions were combined, the solvent was evaporated, and the residue was recrystallized from ethanol to give the title compound as pale yellow needles. Yield 0.32 g, m.p. 157.5°-158.5° C.

Workup

  1. customAfter completion of the reaction
  2. customthe benzene was evaporated
  3. customthe solvent was evaporated
  4. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-49b56e971ba74661bab039432acaa0e9
Source dataset
uspto-grants-1989_02
Patent number
US04803266

Reaction notes

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