1,1,1-Trifluoro-N-phenylmethanesulfonamide

To 15 mL of aniline while stirring was added dropwise 4 g (2, 4 mL) of trifluoromethanesulfonic anhydride, the mixture was stirred for 30 min, acidified with 10percent HCl, the precipitate was filtered off, washed with water, dried and sublimated in a vacuum to get 2.9 g (90percent) of N-phenyltriflamide 3 as a white powder (δF –75.30 ppm).EXAMPLE 5A 4-tert-butyl-1-cyclohexen-1-yl trifluoromethanesulfonate A -78 C. solution of 4-tert-butylcyclohexanone (1.54 g, 10 mmol) and N-phenyl(trifluoromethanesulfonamide) (3.75 g, 10.5 mmol) in THF (20 mmol) was treated with 1M NaHMDS in THF (11 mL), warmed to room temperature, filtered through a pad of silica gel (10 g) with diethyl ether (5 mL), and concentrated. The concentrate was purified by flash column chromatography on silica gel with 1% ethyl acetate/hexanes to provide the desired product.Example 5A 4-tert-butyl-1-cyclohexen-1-yl trifluoromethanesulfonate A -78 C. solution of 4-tert-butylcyclohexanone (1.54 g, 10 mmol) and N-phenyl(trifluoromethanesulfonamide) (3.75 g, 10.5 mmol) in THF (20 mmol) was treated with 1M NaHMDS in THF (11 mL), warmed to room temperature, filtered through a pad of silica gel (10 g) with diethyl ether (5 mL), and concentrated. The concentrate was purified by flash column chromatography on silica gel with 1% ethyl acetate/hexanes to provide the desired product.

Molecular Weight:225.19
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:225.00713409
Monoisotopic Mass:225.00713409
Topological Polar Surface Area:54.6
Heavy Atom Count:14
Complexity:274
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes