Sodium Hydroxide → 3,4,4-trifluoro-N-[(trifluoromethyl)sulfonyl]-3-butenamide
Reaction equation
[F:1][C:2]([F:8])([F:7])[S:3]([NH2:6])(=[O:5])=[O:4].[OH-].[Na+].[F:11][C:12](=[C:17]([F:19])[F:18])[CH2:13][C:14](Cl)=[O:15]>>[F:11][C:12](=[C:17]([F:19])[F:18])[CH2:13][C:14]([NH:6][S:3]([C:2]([F:8])([F:7])[F:1])(=[O:5])=[O:4])=[O:15]Participants
4
Procedure
To an ice-cooled solution of trifluoromethanesulfonamide (2.75 g, 18.4 mmol) in 7.4 ml, of 2.5N sodium hydroxide was added 3,4,4-trifluoro-3-butenoyl chloride (2.93 g, 18.5 mmol) with stirring in 2 min. The mixture was stirred in cold for 30 min and the white precipitate formed was filtered, washed with cold water (10 mL) and dried to give 0.82 g (16%) of the desired product as a white solid. m.p. 115°-120° C.
Workup
- stirringThe mixture was stirred in cold for 30 min
- customthe white precipitate formed
- filtrationwas filtered
- washwashed with cold water (10 mL)
- customdried
Sources & evidence
- ORD record
- ord-f1c3bb92748346eca55bd02804bade6f
- Source dataset
- uspto-grants-1998_01
- Patent number
- US05708032
Reaction notes
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