Tert-Butyl hypochlorite → HCID 86665552, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution of 2,2,5,5-tetramethyl-3-(2,5,8,11,14,17,20,23,26,29,32,35,38,41-tetradecaoxatritetracontan-43-yl)imidazolidin-4-one (1.13 g, 1.2 mmol) in methanol (150 ml) was added tert-butylhypochlorite (393 mg, 3.6 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 764 mg (66%) of the title compound. 1H NMR (400 MHz, D2O) δ 3.70 (s, 54H), 3.64 (m, 2H), 3.56 (t, J=7.5 Hz, 2H), 3.39 (s, 3H), 1.54 (s, 6H), 1.37 (s, 6H). 13C NMR (100 MHz, D2O) δ 175.0, 83.6, 71.0, 69.4 (large peak), 67.7, 66.0, 58.0, 40.2, 24.1, 22.6.

Provenance & Evidence