反应详情

温度

55 °C

Dry tetrahydrofuran (THF)(420 ml) was added to lithium aluminum hydride (11.1 g, 0.293 mol), and while the mixture was vigorously agitated, there was dropwise added a soltuion obtained by dissolving trans-4-phenylcyclohexanecarboxylic acid methyl ester (II) (64.0 g, 0.293 mol) in THF (70 ml), at a reaction temperature kept at 20° C. or lower. After completion of the addition, the reaction mixture was warmed up to 55° C., followed by reacting it for 2 hours and cooling. Ethyl acetate (12 ml) and water (100 ml) were then added, followed by adding a 1N aqueous solution of sulfuric acid (350 ml) to dissolve inorganic matter, separating the resulting organic layer and aqueous layer from one another, adding n-heptane (200 ml) to extract the organic layer, washing the extract solution with water 500 ml), then washing with a 2% aqueous solution of Na2CO3, further washing with water until the aqueous layer became neutral, distilling off n-heptane and THF, recrystallizing the resulting solid as residue from n-heptane (20 ml), filtering off crystals and drying to obtain 4-phenylcyclohexylmethanol (III) (51.4 g). M.P. 47.3°~48.5° C.

1. additionthere was dropwise added a soltuion
2. customobtained
3. customkept at 20° C.
4. additionAfter completion of the addition
5. customfor 2 hours
6. temperaturecooling
7. dissolutionto dissolve inorganic matter
8. customseparating the resulting organic layer and aqueous layer from one another,
9. additionadding n-heptane (200 ml)
10. extractionto extract the organic layer
11. washwashing the extract solution with water 500 ml),
12. washthen washing with a 2% aqueous solution of Na2CO3
13. washfurther washing with water until the aqueous layer
14. distillationdistilling off n-heptane and THF
15. customrecrystallizing the resulting solid as residue from n-heptane (20 ml)
16. filtrationfiltering off crystals
17. customdrying