Реакция #43463

Уравнение реакции

compound 1F

6,6-Diethoxybicyclo[3.2.0]heptan-2-one

NaBH4

→

title compound

2-Hydroxybicyclo[3.2.0]heptan-6-one

Растворители

dioxane

KH2PO4

HCl

Условия реакции

Обработка

1. 1
   КонцентрированиеThe reaction was concentrated
2. 2
   workup.DISSOLUTIONdissolved in EtOAc
3. 3
   Промывкаwashed with water
4. 4
   Сушкаdried over Na2SO4
5. 5
   Концентрированиеconcentrated
6. 6
   ДругоеPurification by silica gel chromatography (50% EtOAc in hexanes)

Методика

To a stirred solution of compound 1F in dioxane (50 mL) and 2M KH2PO4 (50 mL) was added NaBH4 (1.0 g, 26.4 mmol) over a 10 min-period, and the stirring was continued at RT for 1 hr. The reaction mixture was diluted with 2M HCl to adjust pH to 1, and stirred at RT for another 1 hr. The reaction was concentrated, dissolved in EtOAc, washed with water, dried over Na2SO4, and concentrated. Purification by silica gel chromatography (50% EtOAc in hexanes) provided the title compound (1.9 g) as a pale yellow oil.

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