Triethylamine → HCID 59511924, compound

Participants

Reaction Conditions

Reaction Steps

Stir methanesulfonyl chloride (2.94 g, 25.7 mmol) in dichloromethane (40 mL) in a flask that has been purged with nitrogen. Cool the mixture to −20° C. and add 1-phenyl-hexane-1,4-diol (2.0 g, 10.3 mmol) dissolved in dichloromethane (5 mL), and triethylamine (3.13 g, 30.9 mmol). After 2 h of stirring at −20° C., quench with saturated aqueous NH4Cl solution and concentrate to a quarter of the volume. Dilute with EtOAc, and wash with saturated NaHCO3 solution, water, and brine. Dry the organic portion over Na2SO4, filter, and concentrate to obtain 3.0 g (83%) of the title compound. Use with no further purification. 1H NMR (400 MHz, CD3OD): δ 7.37-7.24 (m, 5H), 4.69-4.59 (m, 1H), 4.21-4.14 (m, 1H), 3.01 (s, 3H), 2.73 (s, 3H), 1.91-1.55 (m, 6H), 0.96-0.88 (m, 3H).

Provenance & Evidence