反应详情

A solution of 19.26 g. (0.065 mole) of 4-carboxy-4-(4-chlorophenyl)cyclohexanone, ethylene ketal (prepared in Example 25) in 320 ml. of tetrahydrofuran is added to 5.9 g. (0.155 mole) of lithium aluminum hydride in 85 ml. of tetrahydrofuran. Following about 6 hours of heating at reflux, the mixture is cooled in ice and treated successively with 6 ml. of water, 6 ml. of 15% sodium hydroxide solution and 18 ml. of water. The resulting inorganic gel is collected on a filter and rinsed with ether. The combined filtrates are evaporated to dryness to give 19.23 g. (99% yield) of 4-hydroxymethyl-4-(4-chlorophenyl)cyclohexanone, ethylene ketal as an amorphous gum.

1. temperatureof heating
2. temperatureat reflux
3. temperaturethe mixture is cooled in ice
4. additiontreated successively with 6 ml
5. customThe resulting inorganic gel is collected on
6. filtrationa filter
7. washrinsed with ether
8. customThe combined filtrates are evaporated to dryness
9. customto give 19.23 g