Hydrochloric Acid → 3,4-Difluorobenzenethiol

HRID 2301064Notes

Reaction equation

HRID 2301064 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CN(C=O)C.[F:25][C:26]1[CH:27]=[C:28]([S:33](Cl)(=O)=O)[CH:29]=[CH:30][C:31]=1[F:32].Cl>C(Cl)Cl>[F:25][C:26]1[CH:27]=[C:28]([SH:33])[CH:29]=[CH:30][C:31]=1[F:32]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 11776TriphenylphosphineHCID 27369133,4-Difluorobenzene-1-sulfonyl chloride

Product 1

HCID 27783783,4-Difluorobenzenethiol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of triphenylphosphine (37.0 g) and DMF (2 ml) in DCM (100 ml) was maintained at 20° C. with an ice bath during addition of 3,4-difluorobenzenesulphonyl chloride (10 g). The mixture was stirred at room temperature for 2 hours then aqueous hydrochloric acid (50 ml of a 1M solution) was added. The mixture was stirred for a further 1 hour. The organic layer was separated, dried and the solvent removed by evaporation to give the title compound as an oil which was used without purification.

Workup

  1. stirringThe mixture was stirred for a further 1 hour
  2. customThe organic layer was separated
  3. customdried
  4. customthe solvent removed by evaporation

Sources & evidence

ORD record
ord-ffde6ffda16347f28b808469f5834e3f
Source dataset
uspto-grants-2002_12
Patent number
US06498275B1

Reaction notes

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