Ethyl Acetate → HCID 57959883, compound

Participants

Reaction Steps

tert-Butylsulphinamide (1.21 g, 10 mmol) was added to a stirred mixture of tert-butyl 2-formylpiperidine-1-carboxylate (1.64 g, 7.7 mmol) and titanium ethoxide (3.2 mL, 15.4 mmol) in THF (20 mL). The reaction mixture was stirred for 12 h at ambient temperature, poured into a bi-phasic mixture of brine (100 mL) and ethyl acetate (100 mL) and stirred for a further 30 min. The mixture was filtered through a pad of Celite and the phases were separated. The organic phase was dried (MgSO4) and concentrated to give the title product which was used without purification (2.77 g). 1H NMR (400 MHz, CDCl3): δ 7.93 (1H, dd, J=6.8, 2.1 Hz), 5.03 (1H, br), 4.00 (1H, br s), 2.76-3.03 (1H, br), 2.1 (1H, d, J=13 Hz), 1.87-1.55 (3H, m), 1.50-1.40 (9H, br), 1.36-1.13 (11H, m),

Provenance & Evidence