反应详情

Sodium borohydride (1.03 grams, 27 mmol) was added to a mixture of 2-(1-oxo-indan-5-yl)-benzonitrile (3.2 grams, 13.6 mmol) in methanol (MeOH) (130 mL) at ) 0° C. The reaction mixture was allowed to warm to room temperature and was stirred for 3 hours. After cooling to 0° C., the reaction mixture was quenched with saturated aqueous ammonium chloride (NH4Cl) (25 mL). EtOAc (500 mL) was added and the organic layer was separated and washed with saturated aqueous NaCl (3×100 mL), dried (Na2SO4) and concentrated in vacuo to yield 2.9 grams of a brown oil. 1H NMR (250 MHz, CDCl3): d 7.78 (d, 1 H), 7.65 (t, 1 H), 7.50 (m, 5 H), 5.32 (t, 1 H), 3.15 (m, 1 H), 2.92 (m, 1 H), 2.55 (m, 1 H), 2.0 (m, 1 H).

1. temperatureAfter cooling to 0° C.
2. customthe reaction mixture was quenched with saturated aqueous ammonium chloride (NH4Cl) (25 mL)
3. additionEtOAc (500 mL) was added
4. customthe organic layer was separated
5. washwashed with saturated aqueous NaCl (3×100 mL)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated in vacuo