反应详情

Mix (2-benzothiazolyl)(4-piperidinyl)methanone.CF3CO2H (1.95 g, 5.43 mmol), 2-(4-fluorophenyl)ethyl bromide (1.70 g, 8.35 mmol), benzyltriethylammonium bromide (149 mg, 0.54 mmol), sodium hydroxide (5 g), water (25 mL) and methylene chloride (25 mL). Stir at room temperature under an argon atmosphere overnight, then heat at reflux overnight. Cool the reaction to room temperature, separate the organic phase and extract the aqueous phase with methylene chloride (50 mL). Combine the organic phases, dry (Na2SO4) and evaporate the solvent in vacuo. Purify by chromatography (20% ethyl acetate/hexane with 2% triethylamine) and recrystallize (hexane) to give the title compound as pale yellow needles; mp 97°-98° C.

1. temperatureheat
2. temperatureat reflux overnight
3. temperatureCool
4. customthe reaction to room temperature
5. customseparate the organic phase
6. extractionextract the aqueous phase with methylene chloride (50 mL)
7. dry with materialCombine the organic phases, dry (Na2SO4)
8. customevaporate the solvent in vacuo
9. customPurify by chromatography (20% ethyl acetate/hexane with 2% triethylamine)
10. customrecrystallize (hexane)