Thionyl Chloride → HCID 21712905, compound

HRID 650617Notes

Reaction equation

HRID 650617 reaction equation
[S:1]([Cl:4])(Cl)=[O:2].[Na+].[F:6][C:7]([F:14])=[CH:8][CH2:9][CH2:10]S([O-])=O>CCCCCC>[F:6][C:7]([F:14])=[CH:8][CH2:9][CH2:10][S:1]([Cl:4])=[O:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 88078608HCID 88078608, compound

Product 1

HCID 21712905HCID 21712905, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Thionyl chloride (200 ml) in dry n-hexane (400 ml) was stirred at ambient temperature and 4,4-difluorobut-3-enyl-sulfinic acid sodium salt ( 44 g) was added in portions. On complete addition the mixture was heated to reflux under nitrogen for 4.5 hours, cooled to ambient temperature then filtered. The filtrate was evaporated under reduced pressure to give a liquid which was distilled and the fraction collected at bp 50-60° C. at 0.1 mm Hg to yield

Workup

  1. additionOn complete addition the mixture
  2. temperaturewas heated
  3. temperatureto reflux under nitrogen for 4.5 hours
  4. filtrationthen filtered
  5. customThe filtrate was evaporated under reduced pressure
  6. customto give a liquid which
  7. distillationwas distilled
  8. customthe fraction collected at bp 50-60° C. at 0.1 mm Hg
  9. customto yield

Sources & evidence

ORD record
ord-f0543a13e8974c17a8b3fdf34f92bee9
Source dataset
uspto-grants-2001_08
Patent number
US06274632B1

Reaction notes

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