Trimethylsulfonium iodide → HCID 59454960, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of potassium tert-butoxide (0.098 g, 0.80 mmol) and trimethylsulfonium iodide (0.164 g, 0.8 mmol) was stirred at 0° C. To this was added 2-methyl-1-(pyridin-4-yl)propan-1-one (0.100 g, 0.671 mmol) slowly. The reaction mixture was stirred at 0° C. for 15 min. and then warmed to and stirred at 70° C. for 1 h. The reaction mixture was diluted with water and extracted with EtOAc (3×10 mL), organic layer dried on sodium sulfate and concentrated under vacuum to obtain 4-(2-isopropyloxiran-2-yl)pyridine (0.1 g). 1H NMR (CDCl3, freebase) δ (ppm): 8.19 (d, 2H), 7.26 (d, 2H), 3.05 (d, 1H), 2.71 (d, 1H), 2.28 (m, 1H), 1.80 (m, 1H), 0.97 (t, 3H).

Provenance & Evidence