反应详情

Lithium aluminium hydride solution (1M in THF, 1.17 mL) was added dropwise to a solution of methyl 4-(2,2-diethoxyethoxy)-2,5-dimethylbenzoate (example 18, step c) (0.231 g) in THF (20 mL) at 0° C. The resulting mixture was allowed to warm to RT and stirred for 1 h. Ethanol (0.5 mL) was cautiously added and the reaction concentrated. The residue was partitioned between 1M NaOH (50 mL) and ethyl acetate (100 mL). The aqueous was separated and extracted with ethyl acetate (2×50 mL). The combined organics were washed with brine (50 mL), dried over magnesium sulphate, filtered and evaporated to give the subtitled compound as a clear oil. Yield 0.20 g.

1. concentrationthe reaction concentrated
2. customThe residue was partitioned between 1M NaOH (50 mL) and ethyl acetate (100 mL)
3. customThe aqueous was separated
4. extractionextracted with ethyl acetate (2×50 mL)
5. washThe combined organics were washed with brine (50 mL)
6. dry with materialdried over magnesium sulphate
7. filtrationfiltered
8. customevaporated