Thionyl Chloride → HCID 13772106, compound

HRID 235573Notes

Reaction equation

HRID 235573 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-8a2d798c55cd491c8f55126071f8f399
Source dataset
uspto-grants-1987_02
Patent number
US04640704

Reaction notes

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