Sodium borohydride → HCID 12378777, compound

Participants

Reaction Steps

The imine 7 (12.01 g, 47.47 mmol) was dissolved in ethanol (200 mL), and NaBH4 (3.61 g, 95.4 mmol) was added over 0.5 h while the reaction mixture was stirred at reflux. The reaction mixture was diluted with water (200 mL). The amine was extracted into chloroform (250 mL) and the extract washed with water (2×150 mL) and brine (150 mL), dried (Na2SO4) and concentrated to provide clear colorless oil (10.65 g, 88%). 1H NMR (300 MHz, CDCl3) δ 6.78-6.84 (m, 3H), 4.44 (t, J=5.4 Hz, 1H), 3.88 (s, 3H), 3.86 (s, 3H), 3.70 (s, 2H), 3.33 (s, 6H), 2.69 (d, J=5.4 Hz, 2H).

Provenance & Evidence