反应详情

Sodium borohydride (1.08 grams, 0.0285 mole) was added carefully in small portions to a stirred solution of 2,3-dihydro-2,2-dimethylbenzofuran-7-carboxaldehyde (10.0 grams, 0.057 mole) in ethanol (150 ml) at 5°-10° C. during a ten minute period. The reaction mixture was stirred for thirty minutes and was then quenched by the dropwise addition of water (25 ml) followed by 10% hydrochloric acid (25 ml). The reaction mixture was concentrated under reduced pressure leaving a residue. This residue was partitioned between diethyl ether (75 ml) and 10% hydrochloric acid (30 ml). The layers were separated, and the organic layer was washed with water (40 ml) and a saturated aqueous solution of sodium chloride (40 ml). The dried (sodium sulfate) organic solution was concentrated under reduced pressure, yielding 2,3-dihydro-2,2-dimethylbenzofuran-7-ylmethanol as a solid. The NMR spectrum was consistent with the proposed structure.

1. customwas then quenched by the dropwise addition of water (25 ml)
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. customleaving a residue
4. customThis residue was partitioned between diethyl ether (75 ml) and 10% hydrochloric acid (30 ml)
5. customThe layers were separated
6. washthe organic layer was washed with water (40 ml)
7. dry with materialThe dried (sodium sulfate) organic solution
8. concentrationwas concentrated under reduced pressure