Trifluoroacetic acid → HCID 70455660, compound

HRID 1731243Notes

Reaction equation

HRID 1731243 reaction equation
C([NH:5][S:6]([C:9]1[S:10][C:11]([Si:22]([CH3:25])([CH3:24])[CH3:23])=[CH:12][C:13]=1[C:14]([F:21])=[C:15]([F:20])[C:16]([F:19])([F:18])[F:17])(=[O:8])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>O>[F:21][C:14]([C:13]1[CH:12]=[C:11]([Si:22]([CH3:24])([CH3:25])[CH3:23])[S:10][C:9]=1[S:6]([NH2:5])(=[O:8])=[O:7])=[C:15]([F:20])[C:16]([F:19])([F:18])[F:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54286973HCID 54286973, compound

Product 1

HCID 70455660HCID 70455660, compoundYield 71.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A portion (1.5 g) of the N-tert-butyl-3-(1,2,3,3,3-pentafluoropropen-1-yl)-5-trimethylsilyl-2-thiophenesulfonamide prepared in (2) was reacted with 4 ml of trifluoroacetic acid under stirring at room temperature for 13 hours. After completion of the reaction, the resulting product was poured into water and extracted with methylene chloride. The extracted layer was washed with water and dried. After distilling off methylene chloride under vacuum, the residue was purified by column chromatography on silica gel (eluent: methylene chloride) to provide 0.93 g of 3-(1,2,3,3,3-pentafluoropropen-1-yl)-5-trimethylsilyl-2-thiophenesulfonamide having a melting point of 129° to 140° C.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with methylene chloride
  3. washThe extracted layer was washed with water
  4. customdried
  5. distillationAfter distilling off methylene chloride under vacuum
  6. customthe residue was purified by column chromatography on silica gel (eluent: methylene chloride)

Sources & evidence

ORD record
ord-8cc2a902abc1458b94bf1732dc3b6e32
Source dataset
uspto-grants-1986_11
Patent number
US04620868

Reaction notes

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