Triethylamine → HCID 58987887, compound

Participants

Reaction Steps

A solution of 3 (3.88 g, 15 mmol) and triethylamine (3.0 g, 30 mmol, 4.2 mL) in CH2Cl2 (50 mL) was stirred at room temperature for 10 mins. Methanesulfonyl chloride (1.8 g, 1.20 mL, 15.75 mmol) in CH2Cl2 (50 mL) was added dropwise over 20 mins and the reaction mixture stirred at room temperature for 1 hr. The mixture was then diluted with CH2Cl2 (50 mL) and the organic layer was washed with H2O (5×100 mL), 10% aqueous NaHCO3 (100 mL), dried (MgSO4), filtered and the solvent removed in vacuo by rotary evaporation to afford 1-(3-methanesulfonyloxypropyl)-2-methyl-3,4,5,6-tetramethoxybenzene (4) as a liquid (4.8 g, 95%). 1H NMR δ4.277 (2H, t, J=7.0 Hz, —CH2—O—SO2-Me), 3.91, 3.89, 3.82, 3.78 (12H, s, OMe), 3.03 (3H, s, —O—SO2-Me), 2.70 (2H, t, J=7.0 Hz, Ar—CH2—), 2.17 (3H, s, Ar-Me), 1.9 (2H, m, —CH2—) ppm.

Provenance & Evidence