Bromopinacolone → HCID 178495788, compound

Participants

Reaction Steps

A mixture of Example 14B (57 mg, 0.20 mmol) and 1-bromo-3,3-dimethylbutan-2-one (36 mg, 0.027 mL, 0.20 mmol, Aldrich) was processed according to the method described in Example 14C. Purification by column chromatography (SiO2, 30-45% ethyl acetate/hexanes gradient) afforded title compound. 1H NMR (dimethylsulfoxide-d6, 300 MHz) δ 1.37 (s, 9H), 1.56-1.63 (m, 4H), 1.69-1.79 (m, 4H), 2.07-2.18 (m, 2H), 2.24-2.30 (m, 2H), 2.53-2.60 (m, 1H), 3.26 (s, 3H), 3.75 (t, J=6.78 Hz, 2H), 4.40 (t, J=6.95 Hz, 2H), 6.57 (s, 1H); MS (DCI/NH3) m/z 363 (M+H)+.

Provenance & Evidence