2-Chloroethanesulfinic chloride → Phenyl 2-chloroethanesulfinate

HRID 2163430Notes

Reaction equation

HRID 2163430 reaction equation
[O-:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Tl+].[Cl:9][CH2:10][CH2:11][S:12](Cl)=[O:13]>CCOCC>[Cl:9][CH2:10][CH2:11][S:12]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:13]

Participants

4

Reactant 2

HCID 125500522-Chloroethanesulfinic chlorideHCID 20550893thallium (I) phenoxide

Product 1

HCID 22751643Phenyl 2-chloroethanesulfinate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A suspension of thallium (I) phenoxide (28.6 w) in dry ether (100 v) was rapidly treated with 2-chloroethanesulfinyl chloride, prepared as in Example I. The slurry was vigorously stirred for 1 hour at ambient temperature with exclusion of moisture. Removal of thallium(I) chloride by filtration and evaporation of the etheral filtrate solution gave an oil. The oil was then subjected to molecular distillation in a wiped-film apparatus at 70-75° (1 ×10-4 torr) to give phenyl 2-chloroethanesulfinate (122 w) as a mobile liquid.

Workup

  1. customRemoval of thallium(I) chloride
  2. filtrationby filtration and evaporation of the etheral filtrate solution
  3. customgave an oil
  4. distillationThe oil was then subjected to molecular distillation in a wiped-film apparatus at 70-75° (1 ×10-4 torr)

Sources & evidence

ORD record
ord-c940ef5caa644eafbafa74fff11d2d54
Source dataset
uspto-grants-1979_01
Patent number
US04134752

Reaction notes

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