반응 #58347

반응 방정식

(±)-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

수율 87.8%

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

수율 87.8%

용매

1,2-dimethoxyethane

반응 조건

후처리

1. 1
   농축The reaction mixture is concentrated
2. 2
   workup.DISSOLUTIONthe residue redissolved in ethyl acetate
3. 3
   추출extracted with water
4. 4
   기타The organic layer is dried
5. 5
   농축concentrated
6. 6
   기타the residue is chromatographed on silica gel using
7. 7
   workup.ADDITIONa mixture of petroleum ether/ethyl acetate/triethylamine in the ratio 6/3/1

실험 절차

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.

출처