反応 #6154

反応方程式

H2O

tetrahydro-3-hexyl-4-hydroxy-(R)-6-undecyl-2H-pyran-2-one

Jones' reagent

→

tetrahydro-3-hexyl-4-oxo-(R)-6-undecyl-2H-pyran-2-one

溶媒

acetone

反応条件

後処理

1. 1
   その他did not exceed 25° C
2. 2
   その他The lactone precipitated out
3. 3
   ろ過was filtered off
4. 4
   その他After recrystallization in ether/n-hexane there

実験手順

M)b) 3 g of a diastereomer mixture of tetrahydro-3-hexyl-4-hydroxy-(R)-6-undecyl-2H-pyran-2-one were dissolved in 300 ml of acetone. 3 ml of Jones' reagent were added dropwise while stirring in such a manner that the temperature did not exceed 25° C. After 3 hours the reaction mixture was poured into 700 ml of H2O. The lactone precipitated out and was filtered off. After recrystallization in ether/n-hexane there were obtained 1.7 g of tetrahydro-3-hexyl-4-oxo-(R)-6-undecyl-2H-pyran-2-one, m.p. 112.5°-113.5° C.

出典