Реакция #468412

Уравнение реакции

Methyl (S)-(+)-3-hydroxybutyrate

benzyl 2,2,2-trichloroacetimidate

trifluoromethane sulfonic acid

→

Methyl (S)-3-benzyloxybutyrate

Растворители

cyclohexane methylene chloride

cyclohexane methylene chloride

Условия реакции

Обработка

1. 1
   Фильтрацияfiltered
2. 2
   ПромывкаThe organic layer was washed with 50 mL of saturated sodium bicarbonate and 50 mL of distilled water
3. 3
   СушкаAfter drying with anhydrous sodium sulfate the solution
4. 4
   Фильтрацияwas filtered
5. 5
   Другоеthe solvents were removed on a rotovap
6. 6
   ДругоеThe resulting solid was purified
7. 7
   Промывкаsilica gel and elution with ether/hexane (1:4)

Методика

Methyl (S)-(+)-3-hydroxybutyrate (17) (2.223 g, 18.82 mmol) and benzyl 2,2,2-trichloroacetimidate (4.2 mL) were dissolved into 37.5 mL of cyclohexane/methylene chloride (2:1). After the addition of 0.2 mL of trifluoromethane sulfonic acid the reaction was stirred under nitrogen for one hour. The reaction was diluted with 75 mL of cyclohexane/methylene chloride (2:1) and filtered. The organic layer was washed with 50 mL of saturated sodium bicarbonate and 50 mL of distilled water. After drying with anhydrous sodium sulfate the solution was filtered and the solvents were removed on a rotovap. The resulting solid was purified using silica gel and elution with ether/hexane (1:4).

Источник