Trimethylsilyl iodide → HCID 178432310, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2-methoxy-3-methyl-7,8-dihydro-6H-pyrano[2,3-b]pyrazine (1.95 g, 10.8 mmol) in sulfolane (25 mL) was added iodotrimethylsilane (15.0 g, 75.0 mmol) at 30° C. The reaction mixture was heated at 40-45° C. for 8 h, and then cooled to ambient temperature and stirred for 2 days. And the reaction mixture was diluted with ethyl acetate and washed with 2% aqueous sodium sulfite. The aqueous layer was extracted with ethyl acetate and chloroform. The organic layer was combined, dried over sodium sulfate, filtrated and concentrated in vacuo. The crude was purified by silica gel column chromatography (ethyl acetate to ethyl acetate:methanol=93:7) to give 3-methyl-7,8-dihydro-6H-pyrano[2,3-b]pyrazin-2-ol and recovered starting material. MS (APCI): m/z 177 (M+H).

Provenance & Evidence