Реакция #2195505

Уравнение реакции

4-(tert-butyldimethylsilyloxy)dihydro-2H-pyran-2,6(3H)-dione

ammonium hydroxide

ammonia

→

title compound

4-(tert-Butyldimethylsilyloxy)piperidine-2,6-dione

Растворители

dioxane

Условия реакции

Обработка

1. 1
   ТемператураCool in an ice/water bath
2. 2
   ДругоеCap the pressure tube
3. 3
   ТемператураCool the mixture
4. 4
   Концентрированиеconcentrate in vacuo
5. 5
   ДругоеPurify the residue by silica gel chromatography

Методика

Dissolve 4.1 mmol of 4-(tert-butyldimethylsilyloxy)dihydro-2H-pyran-2,6(3H)-dione (Nagao Y et al., Chem. Lett. 1990 9: 1503) in 10 mL of dioxane in a pressure tube. Cool in an ice/water bath, add 15 mL of saturated ammonium hydroxide and treat with gaseous ammonia via bubbler for about 10 min. Cap the pressure tube and heat in a 100° C. oil bath for 17 h. Cool the mixture and concentrate in vacuo. Purify the residue by silica gel chromatography using ethyl acetate/hexanes eluant to yield the title compound.

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