反应详情

N-(3-Methoxy-4-methoxycarbonylphenyl) 3,4,5-tris(octadecyloxy)cyclohexylcarboxamide (70 mg, 0.06 mmol) was dissolved in dehydrated THF (1 ml), 1M DIBAL/toluene (0.2 ml, 0.012 mmol) was added dropwise, and the mixture was stirred for 5 hr. After completion of the reaction, 1N hydrochloric acid was added to quench the reaction, and the mixture was extracted with chloroform (5 ml) and washed with 1N hydrochloric acid (3 ml). The solvent was evaporated and the residue was precipitated with methanol (10 ml) and slurry-washed with acetonitrile (5 ml) and 1N hydrochloric acid (5 ml) to give N-(4-hydroxymethyl-3-methoxyphenyl) 3,4,5-tris(octadecyloxy)cyclohexylcarboxamide (60 mg, 0.06 mmol, yield 100%).

1. additionwas added
2. customto quench
3. customthe reaction
4. extractionthe mixture was extracted with chloroform (5 ml)
5. washwashed with 1N hydrochloric acid (3 ml)
6. customThe solvent was evaporated
7. customthe residue was precipitated with methanol (10 ml)
8. washslurry-washed with acetonitrile (5 ml) and 1N hydrochloric acid (5 ml)