Chlorosulfonic acid → HCID 17856313, compound

HRID 229595Notes

Reaction equation

HRID 229595 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[F:6][C:7]([F:23])([F:22])[C:8]([NH:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][CH:14]=1)=[O:9]>O>[CH:19]([C:16]1[CH:17]=[CH:18][C:13]([CH2:12][CH2:11][NH:10][C:8](=[O:9])[C:7]([F:22])([F:23])[F:6])=[C:14]([S:2]([Cl:1])(=[O:5])=[O:3])[CH:15]=1)([CH3:21])[CH3:20]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 184569342,2,2-Trifluoro-N-[2-[4-(1-methylethyl)phenyl]ethyl]acetamide

Product 1

HCID 17856313HCID 17856313, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Chlorosulfonic acid (2.05 mL) was added to 1.6 g of 2,2,2-trifluoro-N-[2-(4-isopropylphenyl)ethyl]acetamide, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into ice-water, and water was added to the mixture. The mixture was extracted with ethyl acetate, and the organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: ethyl acetate-hexane) to give 0.463 g of 5-isopropyl-2-[2-(2,2,2-trifluoroacetylamino)ethyl]benzenesulfonyl chloride.

Workup

  1. additionwas added to the mixture
  2. extractionThe mixture was extracted with ethyl acetate
  3. washthe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was purified by column chromatography on silica gel (eluent: ethyl acetate-hexane)

Sources & evidence

ORD record
ord-7fc7ba5876254431900f8b271c4d2189
Source dataset
uspto-grants-2009_07
Patent number
US07563822B2

Reaction notes

Loading…