Tert-Butyl hypochlorite → HCID 53232453, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution of 3-(4-hydroxybutyl)-2,2,5,5-tetramethylimidazolidin-4-one, (622 mg, 2.9 mmol) in methanol (80 ml) was added tert-butylhypochlorite (473 mg, 4.4 mmol). The mixture was stirred for 1 hour at 0° C. The reaction mixture was concentrated in vacuo, and crude material is purified by silica gel flash chromatography (0 to 15% methanol in dichloromethane) to give 213 mg (30%) of the title compound. 1H NMR (400 MHz, D2O) δ 3.74-3.66 (m, 2H), 3.34-3.30 (m, 2H), 2.08 (s, 1H), 1.78-1.71 (m, 2H), 1.65-1.57 (m, 2H), 1.47 (s, 6H), 1.36 (s, 6H). 13C NMR (100 MHz, D2O) δ 173.0, 82.3, 65.5, 62.5, 40.5, 29.8, 26.1, 25.5, 23.8. LRMS (ESI/APCI) m/z 249 [M+H]+.

Provenance & Evidence