Water → HCID 71522687, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of oxone (650 mg, 1.06 mmol) in water (2.0 mL) was cooled to 10° C. and treated (dropwise) with a solution of 6 (108 mg, 0.533 mmol) in MeOH (2.0 mL). The solution was warmed to rt and stirred for 1 h. MeOH was removed in vacuo, and the aqueous layer was diluted with water (5 mL) and extracted with CH2C12 (4×10 mL). The combined organic layers were washed with brine (5 mL), dried (MgSO4), and concentrated in vacuo to afford the sulfone (120 mg, 96%) as a white solid: Mp 93.4-95.1° C.; IR (ATR) 2949, 2867, 1456, 1301, 1277, 967 cm−1; 1H NMR (400 MHz, CDCl3) δ 4.68 (d, J=6.4 Hz, 4H), 4.46 (d, J=6.4 Hz, 4H), 3.43 (s, 4H), 1.69 (s, 6H); 13C NMR (100 MHz, CDCl3) δ 82.2, 62.6, 37.9, 23.3; HRMS (APCI) m/z calc for C10H19O4S (M+H) 235.1004. found 235.1032.

Provenance & Evidence