反応 #340699

反応方程式

Hydrogen peroxide

NaOH

enone

(R)-4-(tert-Butyldimethylsilanyloxy)cyclopent-2-enone

→

titled compound

(R)-4-(tert-Butyldimethylsilanyloxy)-6-oxabicyclo[3.1.0]hexan-2-one

溶媒

MeOH

反応条件

後処理

1. 1
   濃縮was concentrated in vacuo
2. 2
   洗浄washed with saturated aqueous NH4Cl
3. 3
   抽出extracted with CH2Cl2 (3×)
4. 4
   洗浄The combined organics were washed with brine
5. 5
   乾燥dried (Na2SO4)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated in vacuo

実験手順

Hydrogen peroxide (4.5 mL, 46.3 mmol, 30% wt. % solution in water) and 1N NaOH (46 μL, 0.046 mmol) were added to a solution of enone 2 (2.5 g, 11.5 mmol) in MeOH (30 mL) at 0° C. After stirring 1.5 h at 0° C. the mixture was concentrated in vacuo, washed with saturated aqueous NH4Cl and extracted with CH2Cl2 (3×). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the above titled compound.

出典