反应详情

Ethyl 8-chlorocarbonyl-12-acetoxyheptadecanoate (Example 7, Step D) (14.0 g., 0.0335 mole) is added all at once to a solution of sodium borohydride (2.7 g., 0.07 mole) in dry diglyme (75 ml.). An exothermic reaction occurs with foaming and a rise in temperature to 55°. After 2 hours, the reaction mixture is cooled in an ice bath and 10% hydrochloric acid is added dropwise until the mixture is acidic to Congo Red. Water (250 ml.) is then added; the oily product is extracted into ether, washed with water, and dried over sodium sulfate. The ether is evaporated to leave 12.2 g. of 8-hydroxymethyl-12-acetoxyheptadecanoate as a yellow oil. The product is used in the next step without further purification.

1. customAn exothermic reaction
2. customto 55°
3. temperaturethe reaction mixture is cooled in an ice bath
4. extractionthe oily product is extracted into ether
5. washwashed with water
6. dry with materialdried over sodium sulfate
7. customThe ether is evaporated
8. customto leave 12.2 g
9. customThe product is used in the next step without further purification