反应详情

3.79 g of lithium aluminium hydride were placed in 100 ml of absolute tetrahydrofuran under argon gasification and treated within 30 minutes with a solution of 19.83 g of trans-4-pentylcyclohexanecarboxylic acid in 100 ml of absolute tetrahydrofuran. After completion of the addition, the mixture was heated to reflux for 1 hour, then cautiously added to 200 ml of 2N hydrochloric acid and extracted three times with 100 ml of diethyl ether each time. The organic phases were washed with 100 ml of saturated sodium carbonate solution, dried over potassium carbonate and concentrated. Distillation of the residue (19.2 g) gave in the main run 17.7 g (96%) of (trans-4-pentylcyclohexyl)methanol as a colourless oil (purity 99.9%); b.p. 89° C./0.2 mmHg.

1. additionAfter completion of the addition
2. temperaturethe mixture was heated
3. temperatureto reflux for 1 hour
4. extractionextracted three times with 100 ml of diethyl ether each time
5. washThe organic phases were washed with 100 ml of saturated sodium carbonate solution
6. dry with materialdried over potassium carbonate
7. concentrationconcentrated
8. distillationDistillation of the residue (19.2 g)