p-METHYLACETOPHENONE → HCID 21469988, compound

HRID 376054Notes

Reaction equation

HRID 376054 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[PH2:11]([OH:13])=[O:12]>>[OH:10][C:8]([P:11]([OH:13])[OH:12])([C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)[CH3:9]

Participants

3

Reactant 2

HCID 8500p-METHYLACETOPHENONEHCID 4124402Phosphinic Acid

Product 1

HCID 21469988HCID 21469988, compound

Procedure

A mixture of p-methylacetophenone (2.68 g. 0.02M) and hypophosphorous acid (90%, 1.45 g. 0.02M) is heated on a steam bath for 12 hours. The reaction mixture is poured into ice-water and the organic material is extracted with ethyl acetate. Evaporation and co-evaporation with toluene gives a white solid which is crystallised from chloroform/hexane. There is obtained 1-hydroxy-1-p-tolylethylphosphonous acid, m.p. 115° C.

Workup

  1. temperatureis heated on a steam bath for 12 hours
  2. extractionthe organic material is extracted with ethyl acetate
  3. customEvaporation and co-evaporation with toluene
  4. customgives a white solid which
  5. customis crystallised from chloroform/hexane

Sources & evidence

ORD record
ord-0471e70dbd644c09843c767f68e8242b
Source dataset
uspto-grants-1996_01
Patent number
US05488171

Reaction notes

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