1-(Triphenylphosphoranylidene)acetone → HCID 70373258, compound

HRID 1709291Notes

Reaction equation

HRID 1709291 reaction equation
[CH:1]([C:3]1[CH:21]=[CH:20][C:6]([CH2:7][CH2:8][NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:5][CH:4]=1)=O.C1(P(C2C=CC=CC=2)(C2C=CC=CC=2)=[CH:29][C:30](=[O:32])[CH3:31])C=CC=CC=1>C1(C)C=CC=CC=1>[O:32]=[C:30]([CH3:31])[CH:29]=[CH:1][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][CH2:8][NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 150381-(Triphenylphosphoranylidene)acetoneHCID 13826038HCID 13826038, compound

Product 1

HCID 70373258HCID 70373258, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 3.2 g. (10 mnole) 4-chlorobenzenesulphonic acid-(4-formylphenethylamide), 50 ml. anhydrous toluene and 3.2 g. (10 mmole) 1-triphenylphosphoranylidene-2-propanone is refluxed for 5 hours, then cooled, stirred with silica gel and filtered off with suction. The filtrate is evaporated and purified by column chromatography (silica gel/methylene chloride). Yield 1.3 g. (36% of theory); m.p. 111°-113° C.

Workup

  1. additionA mixture of 3.2 g
  2. temperaturecooled
  3. filtrationfiltered off with suction
  4. customThe filtrate is evaporated
  5. custompurified by column chromatography (silica gel/methylene chloride)

Sources & evidence

ORD record
ord-c05c50323c5f467eacd66f348735c232
Source dataset
uspto-grants-1990_08
Patent number
US04948809

Reaction notes

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