HRID465620

反应详情

EQUATION

反应方程式

HRID 465620 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

To a solution of methyl 4(R)-[3-(3-pyridyl)propyl]-8-(benzyloxy)octanoate (1.67 g, 4.2 mmol) in ethanol (30 ml) is added 20% palladium hydroxide on carbon (0.43 g) followed by cyclohexene (15.6 ml). The mixture is refluxed for 25 hours and then filtered to remove the catalyst. The catalyst is washed with ethanol, the combined filtrate is evaporated, and the residue is purified by flash chromatography on silica gel using 9:1 ethyl acetate/hexane to obtain methyl (R)-8-hydroxy-4-[3-(3-pyridyl)propyl]octanoate; IR (CH2Cl2): 3617, 1732, 1197, 1174, 1027 cm- 1.

WORKUP

后处理

  1. temperatureThe mixture is refluxed for 25 hours
  2. filtrationfiltered
  3. customto remove the catalyst
  4. washThe catalyst is washed with ethanol
  5. customthe combined filtrate is evaporated
  6. customthe residue is purified by flash chromatography on silica gel using 9:1 ethyl acetate/hexane