反应 #58347

反应方程式

(±)-3,4-bis-cyclopropylmethoxy-N-[(1RS,2RS)-2-(3,4-dimethoxyphenyl)-5-oxo-cyclohexyl]benzamide

compound C1

(±)-3,4-bis-cyclopropylmethoxy-N-[(1RS,2RS)-2-(3,4-dimethoxyphenyl)-5-oxo-cyclohexyl]benzamide

methanol

sodium borohydride

→

title compound

收率 87.8%

(±)-3,4-Bis-cyclopropylmethoxy-N-[(1RS,2RS,5SR)-2-(3,4-dimethoxyphenyl)-5-hydroxycyclohexyl]benzamide

收率 87.8%

溶剂

1,2-dimethoxyethane

反应条件

后处理

1. 1
   浓缩The reaction mixture is concentrated
2. 2
   workup.DISSOLUTIONthe residue redissolved in ethyl acetate
3. 3
   萃取extracted with water
4. 4
   其他The organic layer is dried
5. 5
   浓缩concentrated
6. 6
   其他the residue is chromatographed on silica gel using
7. 7
   workup.ADDITIONa mixture of petroleum ether/ethyl acetate/triethylamine in the ratio 6/3/1

实验过程

7.2 g of (±)-3,4-bis-cyclopropylmethoxy-N-[(1RS,2RS)-2-(3,4-dimethoxyphenyl)-5-oxo-cyclohexyl]benzamide (compound C1) are dissolved in 550 ml of 1,2-dimethoxyethane and 34 ml of methanol and treated portionwise with 600 mg of sodium borohydride at room temperature. The reaction mixture is concentrated, the residue redissolved in ethyl acetate and extracted with water. The organic layer is dried using sodium sulfate, concentrated and the residue is chromatographed on silica gel using a mixture of petroleum ether/ethyl acetate/triethylamine in the ratio 6/3/1. 6.35 g of the title compound are obtained.

来源