Thionyl Chloride → HCID 21391745, compound

HRID 258897Notes

Reaction equation

HRID 258897 reaction equation
S(Cl)([Cl:3])=O.[S:5]1[CH:9]=[CH:8][CH:7]=[C:6]1[C:10]([C:12]1[CH:13]=[C:14]([CH:18](O)[CH3:19])[CH:15]=[CH:16][CH:17]=1)=[O:11]>C1C=CC=CC=1>[S:5]1[CH:9]=[CH:8][CH:7]=[C:6]1[C:10]([C:12]1[CH:13]=[C:14]([CH:18]([Cl:3])[CH3:19])[CH:15]=[CH:16][CH:17]=1)=[O:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 21391763HCID 21391763, compound

Product 1

HCID 21391745HCID 21391745, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

5.5 parts of thionyl chloride is added dropwise to a stirred solution of 9.5 parts of α-hydroxy-α-methyl-m-tolyl 2-thienyl ketone in 40 parts of benzene while keeping the temperature below 20° C. Upon completion, stirring is continued for one hour at room temperature and for one additional hour at 30°-35° C. The reaction mixture is evaporated in vacuo. The residue is taken up in toluene and the latter is evaporated again. The residue is distilled, yielding α-chloro-α-methyl-m-tolyl 2-thienyl ketone; bp. 168°-178° C at 0.7 mm pressure.

Workup

  1. customthe temperature below 20° C
  2. customThe reaction mixture is evaporated in vacuo
  3. customthe latter is evaporated again
  4. distillationThe residue is distilled

Sources & evidence

ORD record
ord-85b1609c9184437dae8cb74dc7880d85
Source dataset
uspto-grants-1977_07
Patent number
US04035376

Reaction notes

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