反应详情

温度

0 °C

To a solution of 4.17 g (17.1 mmol) of methyl [3,5,5,8,8-pentamethyl(5,6,7,8-tetrahydronaphthalen-2-yl] ketone (Compound 10) in methanol at 0° C. was portionwise added 0.77 g (20.4 mmol) of sodium borohydride and the resulting suspension stirred at 0° C. for 4 hours. Solvent was removed in-vacuo and the resulting solid taken-up in water, acidified using 1N HCl, and extracted three times with ether. The ether extracts were washed with water, brine and dried (MgSO4). The solvent was removed in-vacuo and resulting residue purified using flash chromatography (SiO2, 10% ethyl acetate in hexanes) to give a single isomer: the title compound as a white solid.

1. customat 0° C.
2. customSolvent was removed in-vacuo
3. extractionextracted three times with ether
4. washThe ether extracts were washed with water, brine
5. dry with materialdried (MgSO4)
6. customThe solvent was removed in-vacuo
7. customresulting residue
8. custompurified
9. customto give a single isomer