Methanol → HCID 89650280, compound

Participants

Reaction Steps

A solution of the acid (Org. Proc. Research & Dev 1997, p. 222) (2.0 g, 11.9 mmol) in MeOH (20 mL) was stirred with caesium carbonate (1.93 g, 5.94 mmol) for 1 h and the solvents were removed in vacuo. The residue was taken up in DMF (20 mL) and benzyl bromide (1.84 mL, 15.5 mmol) was added. The solution was stirred overnight at room temperature. The solution was diluted with diethylether (100 mL) and the precipitate was removed by filtration. The filtrate was washed with brine (3*50 mL), dried and concentrated. The residue was purified by flash chromatography eluting with cyclohexane and ethyl actetate (9/1 to 4/1) to give the desired compound as a colourless oil (2.8 g, 90%); 1H NMR (400 MHz, CHLOROFORM-d) 7.31-7.41 (5H, m), 5.12 (2H, s), 3.43 (2H, s), 2.42 (4H, s), 1.99 (2H, quin, J=6.2 Hz), 1.93 (3H, s).

Provenance & Evidence