反应详情

温度

-60 °C

To a solution of diisopropylamine (7.4 ml) in tetrahydro-furan (36 ml) was added dropwise a 1.6 M solution (30 ml) of 1-butyllithium in n-hexane under a nitrogen atmosphere at an inside temperature of from −62° C. to −48° C. over 5 minutes. After stirring for 30 min under ice-cooling, a solution of N-tert-butylmethane-sulfonamide (3.63 g) in tetrahydrofuran (15 ml) was added dropwise at an inside temperature of from −60° C. to −50° C. over 5 minutes. After stirring for 1 hr under ice-cooling, the mixture was cooled to an inner temperature of −60° C. again. 4-Formyl-pyridine (2.74 ml) was added dropwise and after stirring at room temperature for 5 hr, the mixture was left standing overnight. Water (250 ml) was gradually added to the reaction mixture under ice-cooling, and the mixture was extracted 4 times with ethyl acetate. The organic layers were combined and dried over magnesium sulfate and concentrated to dryness under reduced pressure to give N-tert-butyl-2-hydroxy-2-(4-pyridyl)ethane-sulfonamide (7.02 g) as a brown oil.

1. temperaturecooling
2. stirringAfter stirring for 1 hr under ice-
3. temperaturecooling
4. stirringafter stirring at room temperature for 5 hr
5. waitthe mixture was left
6. waitstanding overnight
7. temperaturecooling
8. extractionthe mixture was extracted 4 times with ethyl acetate
9. dry with materialdried over magnesium sulfate
10. concentrationconcentrated to dryness under reduced pressure