Sodium borohydride → HCID 15307873, compound

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Reaction Steps

Sodium borohydride (7.26 g; 0.192 mol) was added portionwise to the mixture of (2-ethyl-benzofuran-3-yl)-phenyl-methanone (24 g; 0.096 mol) in ethanol (300 mL) while stirring and cooling in ice bath under an atmosphere of nitrogen. The mixture was stirred at room temperature for one hour and the solvent was then evaporated. The residue was extracted with ether and the ethereal extracts were washed with water, dried over anhydrous magnesium sulfate and the solvent was evaporated to give a yellow solid (22.5 g), m.p. 98-99° C. Mass spectrum (ESI, [M+] m/z 252. 1HNMR (400 MHz, DMSO-d6): δ 1.24 (t, 3H, J=7.69 Hz), 2.91 (q, 2H, J=7.69 Hz), 5.86 (d, 1H, J=3.7 Hz), 5.98 (d, 1H, J=3.7 Hz), 7.06 (dt, 1H, J=7.25, 0.9 Hz), 7.13-7.21 (m, 2H), 7.28-7.32 (m, 2H), 7.4-7.46 (m, 4H). Elemental Analysis for C17H16O2: Calculated: C, 80.93; H, 6.39. Found: C, 81.03; H, 6.31.

Provenance & Evidence