反应详情

温度

50 °C

0.14 grams of a 50% dispersion of sodium hydride in mineral oil was added to a solution of dibenz[b,f][1,4]thiazepin-11(10H)-one in 10 ml of dimethylformamide. After 15 minutes the mixture was warmed to 50° C. and stirred under argon for one hour. After allowing the mixture to cool to room temperature, 0.34 grams of 1-bromopropane was added slowly. The reaction mixture was stirred for 5 hours, after which time it was quenched with water and the product extracted with diethyl ether. The extracts were washed with a saline solution, dried (anhydrous magnesium sulfate) and concentrated to give a colorless oil which was purified by column chromatography (ethyl acetate/hexane, 5%, 10%, 20%) to provide 0.37 grams (91% of theory) of 10-n-propyl-dibenz[b,f][1,4]thiazepin-11(10H)-one as a white crystalline solid, m.p. 103°-104.5° C.

1. temperatureto cool to room temperature
2. stirringThe reaction mixture was stirred for 5 hours
3. customafter which time it was quenched with water
4. extractionthe product extracted with diethyl ether
5. washThe extracts were washed with a saline solution
6. dry with materialdried (anhydrous magnesium sulfate)
7. concentrationconcentrated
8. customto give a colorless oil which
9. customwas purified by column chromatography (ethyl acetate/hexane, 5%, 10%, 20%)