反应详情

The alcohol 1h (15 mg) was dissolved in dry DCE and 20 mg of sodium bicarbonate was added, followed by 2 ml of a phosgene solution in toluene (20%). The reaction mixture was stirred at room temperature for 3 h and then concentrated by rotary evaporation and dried from excess of phosgene in high vacuum (1.5 h). The dry reaction mixture was transferred into a “microwave” vial (2-5 ml), mixed with dry DCE (3 ml), 5,6-dihydro-phenanthridine (1k) (2 eq), potassium carbonate (9 mg, 1.5 eq), pulverized molecular sieves (4 Å, 5 mg) and heated in a microwave at 100° C. for 45 min. The reaction mixture was passed through short pad of silica (eluent DCM, then 10% methanol in DCM). The resulting fractions containing the desired carbamate compound were combined, concentrated by rotary evaporation and purified by column chromatography on YMC silica (15 g, ethyl acetate/petroleum ether 1:3 to remove excess of 5,6-dihydro-phenanthridine (1k), followed by dichloromethane and then 2% methanol in dichloromethane) to give the title compound as a powder.

1. concentrationconcentrated by rotary evaporation
2. dry with materialdried from excess of phosgene in high vacuum (1.5 h)
3. customThe dry reaction mixture
4. temperatureheated in a microwave at 100° C. for 45 min
5. concentrationconcentrated by rotary evaporation
6. custompurified by column chromatography on YMC silica (15 g, ethyl acetate/petroleum ether 1:3
7. customto remove excess of 5,6-dihydro-phenanthridine (1k)