Thionyl Chloride → 4-(2-Oxopropyl)benzoyl chloride

HRID 580632Notes

Reaction equation

HRID 580632 reaction equation
S(Cl)([Cl:3])=O.[CH2:5]([C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=1)[C:6]([CH3:8])=[O:7]>C1C=CC=CC=1>[CH2:5]([C:9]1[CH:17]=[CH:16][C:12]([C:13]([Cl:3])=[O:14])=[CH:11][CH:10]=1)[C:6]([CH3:8])=[O:7]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 5762444-(2-Oxopropyl)benzoic acid

Product 1

HCID 201341784-(2-Oxopropyl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Thionyl chloride (1.45 ml) was added to 4-acetonylbenzoic acid (3.56 g) in benzene and the mixture refluxed for 1 hour. Benzene was evaporated to give the title compound as a yellow oil, 2.61 g, (bp 135°-140°/0.5 mm). γ (CDCl3) 7.78 (3H, s), 6.17 (2H, s), 2.63 (2H, d, J=9 Hz), 1.88 (2H, d, J=9 Hz).

Workup

  1. temperaturethe mixture refluxed for 1 hour
  2. customBenzene was evaporated

Sources & evidence

ORD record
ord-757c64f18efe4922a8390aebb2779ebe
Source dataset
uspto-grants-1988_06
Patent number
US04753962

Reaction notes

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