反応 #58350

反応方程式

(±)-cis-3,4-bis-cyclopropylmethoxy-N-[6-(3,4-dimethoxyphenyl)cyclohex-3-enyl]benzamide

compound F1

(±)-cis-3,4-bis-cyclopropylmethoxy-N-[6-(3,4-dimethoxyphenyl)cyclohex-3-enyl]benzamide

m-chloroperbenzoic acid

→

title compound

収率 68.0%

(±)-3,4-Bis-cyclopropylmethoxy-N-[(3RS,4RS)-4-(3,4-dimethoxyphenyl)-7-oxabicyclo[4.1.0]-hept-3-yl]benzamide

収率 68.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   抽出the reaction mixture is extracted with sodium hydrogencarbonate solution and water
2. 2
   その他the organic phase is dried
3. 3
   濃縮concentrated
4. 4
   その他The residue is chromatographed on silica gel using a
5. 5
   workup.ADDITIONa mixture of petroleum ether/ethyl acetate/triethylamine in the ratio 4/4/1

実験手順

37.7 g of (±)-cis-3,4-bis-cyclopropylmethoxy-N-[6-(3,4-dimethoxyphenyl)cyclohex-3-enyl]benzamide (compound F1) are dissolved in 470 ml of dichloromethane and treated with 27.4 g of m-chloroperbenzoic acid. After stirring over night at room temperature, the reaction mixture is extracted with sodium hydrogencarbonate solution and water, the organic phase is dried using sodium sulfate and concentrated. The residue is chromatographed on silica gel using a a mixture of petroleum ether/ethyl acetate/triethylamine in the ratio 4/4/1. 26.5 g of the title compound are obtained.

出典