Tert-Butyl hypochlorite → HCID 56966449, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution of 3-(2,3-dihydroxypropyl)-2,2,5,5-tetramethylimidazolidin-4-one (250 mg, 1.2 mmol) in methanol (150 ml) was added tert-butylhypochlorite (150 mg, 1.4 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 10% methanol in dichloromethane) to give 256 mg (88%) of the title compound. 1H NMR (400 MHz, D2O) δ 4.06-3.98 (m, 1H), 3.62 (dd, J=12.0, 4.0 Hz, 1H), 3.56-3.44 (m, 2H), 3.36 (dd, J=14.8, 8.4 Hz, 1H), 1.54 (s, 6H), 1.38-1.37 (m, 6H). 13C NMR (100 MHz, D2O) δ 175.5, 83.9, 69.4, 66.0, 63.4, 43.6, 24.2, 23.9, 22.72, 22.4. LRMS (ESI/APCI) m/z 251 [M+H]+.

Provenance & Evidence