Thionyl Chloride → HCID 13772106, compound

HRID 1380478Notes

Reaction equation

HRID 1380478 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([O-:13])(=O)=[O:11])=[CH2:3].[K+].S(Cl)([Cl:17])=O>CN(C)C=O>[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([Cl:17])(=[O:13])=[O:11])=[CH2:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23687389HCID 23687389, compound

Product 1

HCID 13772106HCID 13772106, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of potassium 2-(1-methylethenyl)benzenesulfonate (7.8 g, 0.33 mmol) and 30 ml of thionyl chloride was contacted with 1.5 ml of N,N-dimethylformamide at 0°. The mixture was allowed to warm to room temperature over 45 minutes then evaporated in vacuo. Water and ether were added and the aqueous phase extracted with several portions of ether. The combined ether layers were washed with saturated sodium chloride solution, dried and evaporated under reduced pressure to yield the title compound as an oil.

Workup

  1. customthen evaporated in vacuo
  2. additionWater and ether were added
  3. extractionthe aqueous phase extracted with several portions of ether
  4. washThe combined ether layers were washed with saturated sodium chloride solution
  5. customdried
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-469ba4a6c6144a20ab6ff39dc0090f16
Source dataset
uspto-grants-1986_04
Patent number
US04582525

Reaction notes

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