Water → Acetophenone

HRID 1681449Notes

Reaction equation

HRID 1681449 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH3:2].O.S([O-])([O-])=[O:11].[Na+].[Na+].[N+]([O-])([O-])=O.[Pb+2].[N+]([O-])([O-])=O>>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)(=[O:11])[CH3:2]

Participants

5

Reactant 4

HCID 962WaterHCID 7500EthylbenzeneHCID 24437Sodium SulfiteHCID 24924Lead nitrate

Product 1

HCID 7410AcetophenoneYield 95%

Procedure

Ten millimoles of ethylbenzene were heated at 400° C. for 1 hour with 1.35 ml of water containing 20 millimoles of sodium sulfite and 10 millimoles of lead nitrate. On cooling, a suspension of black precipitate was observed. The reaction product was extracted with ether and the ether layer was dried over Na2SO4 and concentrated to yield acetophenone in more than 95% yield. Acetophenone was confirmed by NMR and gas chromatographic techniques.

Workup

  1. temperatureOn cooling
  2. additiona suspension of black precipitate
  3. extractionThe reaction product was extracted with ether
  4. dry with materialthe ether layer was dried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-f2ef92410e4545f4b0b37e77be1d5962
Source dataset
uspto-grants-1992_12
Patent number
US05171880

Reaction notes

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