Lithium borohydride → HCID 70977234, compound

Participants

Reaction Steps

To a solution of the title compound from Example 53 Step D (93 g, 0.34 mol) in ethanol (1.2 L) was added lithium borohydride (16.6 g, 0.75 mol). The resulting mixture was heated to reflux and stirred overnight. The reaction was then cooled to room temperature and poured onto ice. The mixture was extracted with ethyl acetate, and the organic layer washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification by flash chromatograph on silica gel (petroleum ether/ethyl acetate=40/1-8/1) provided the title compound: LCMS m/z 230 [M+H]+; 1H NMR (300 MHz, CDCl3) δ 8.58 (s, 1H), 8.52 (s, 1H), 7.97 (s, 1H), 4.82-4.86 (m, 1H), 3.44-3.46 (m, 2H), 1.24 (s, 6H).

Provenance & Evidence