Tert-Butyl hypochlorite → 1-Chloro-3-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-5,5-dimethylimidazolidine-2,4-dione

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Reaction Conditions

Reaction Steps

To a 0° C. solution of 3-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-5,5-dimethylimidazolidine-2,4-dione (900 mg, 3.3 mmol) in methanol (80 ml) was added tert-butylhypochlorite (220 mg, 2.0 mmol). The mixture was stirred for 1 hour at 0° C. The reaction mixture was checked for completion by high pressure liquid chromatography. The reaction mixture was concentrated in vacuo, and crude material was purified by preparative-high pressure liquid chromatography to give 30 mg (3%) of the title compound. 1H NMR (D2O, 400 MHz) δ 3.79 (t, J=4.8 Hz, 2H), 3.73 (t, J=4.8 Hz, 2H), 3.69-3.58 (m, 8H), 3.37 (s, 3H), 1.49 (s, 6H); LRMS (ESI/APCI) m/z 309 [M+H]+.

Provenance & Evidence