Triethylamine → HCID 57978175, compound

Participants

Reaction Steps

Methane sulfonyl chloride (2.78 g, 24.3 mmol) was added dropwise to a solution of ethyl[3-(2-hydroxyethyl)phenyl]acetate (Preparation 55) (4.60 g, 22.1 mmol) and triethylamine (3.40 ml, 24.3 mmol) in dichloromethane (250 ml) at 0° C. under nitrogen. The reaction was allowed to warm to room temperature over 1 hour and washed with saturated aqueous sodium hydrogen carbonate (75 ml). The aqueous was washed with dichloromethane (2×100 ml) and the combined organics washed with water (25 ml), dried (sodium sulfate) and the solvent removed in vacuo to furnish the title compound as a colourless oil (6.2 g). 1H NMR (400 MHz, CDCl3): δ=7.29-7.25 (1H, t), 7.17-7.12 (3H, t), 4.41-4.38 (2H, t), 4.16-4.10 (2H, m), 3.58 (2H, s), 3.04-3.00 (2H, t), 2.81 (3H, s), 1.26-1.22 (3H, t) ppm. LRMS (electrospray): m/z [M+H]+ 578, [M−H]− 576.

Provenance & Evidence