tert-Butyl methyl ether → HCID 68486961, compound

Participants

Reaction Steps

To a solution of 4-fluorothiophenol (0.22 g) in DMF (6 mL) was added 60% sodium hydride (84 mg), and the mixture was stirred at room temperature for 30 minutes under a nitrogen atmosphere. The reaction mixture was added to a solution of phenyl N-(5-indanyl)-3-(phenylsulfonyl)acrylimidate (0.65 g) in anhydrous DMF (3 mL) under ice-cooling. The mixture was stirred at room temperature for 2 hours. To the reaction mixture was added tert-butyl methyl ether (50 mL), which was washed with a 1N aqueous sodium hydroxide solution, water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was isolated and purified by medium pressure preparative liquid chromatography (Yamazen SI-40B, hexane:ethyl acetate=19:1) to obtain phenyl 3-(4-fluorophenylthio)-N-(5-indanyl)acrylimidate (0.16 g).

Provenance & Evidence