2-Bromoethanol → HCID 58180901, compound

Participants

Reaction Steps

2-Bromoethanol (1.1 mL, 15 mmol) was added to a mixture of tert-butyl (3R)-3-methylpiperazine-1-carboxylate (2.0 g, 10 mmol, Aldrich) and potassium carbonate (4.1 g, 30 mmol) in acetonitrile (35 mL). The mixture was heated to reflux for 10 hours, cooled to room temperature, filtered and concentrated. Flash column chromatography, eluting with a gradient from 0-10% ethyl acetate/hexanes, afforded product as a colorless oil (1.40 g, 57%). 1H NMR (300 MHz, CDCl3): δ 3.70-2.85 (m, 5H), 2.80 (ddd, 1H), 2.59-2.46 (m, 1H), 2.39-2.20 (m, 2H), 1.75-1.55 (m, 2H), 1.46 (s, 9H), 1.04 (d, 3H); LCMS (M+H)+: 245.2.

Provenance & Evidence