反应详情

温度

90 °C

Sodium hydride (17.26 g, 072 mol of 60% dispersion in a mineral oil) was washed with toluene (25 ml×2) to remove mineral oil and added to 25 ml of DMF. To this a solution containing 1-(but-1-enyl)-pyrrolidin-2-one (I, 50 g, 0.3597 mol) and methyl nicotinate (41.8 g, 0.3057 mol) in 50 ml of DMF was added. The reaction mixture was heated to 90° C. for 2 hrs. DMF was partially removed under reduced pressure and 100 ml water and HCl (165 ml) were added. The reaction mixture was heated to 110° C. for 12 hr, cooled and washed with ethyl acetate (50 ml×2). The aqueous layer was cooled to 0° C., pH adjusted to about 14 using NaOH, extracted with dichloromethane (100 ml×4), the extract dried over Na2SO4, the solvent removed completely and the crude solid was purified by high vacuum distillation to get myosmine (34.38 g, 77.2% yield, 98.5% purity by GC).

1. washSodium hydride (17.26 g, 072 mol of 60% dispersion in a mineral oil) was washed with toluene (25 ml×2)
2. customto remove mineral oil
3. additionadded to 25 ml of DMF
4. additionwas added
5. customDMF was partially removed under reduced pressure and 100 ml water and HCl (165 ml)
6. additionwere added
7. temperatureThe reaction mixture was heated to 110° C. for 12 hr
8. temperaturecooled
9. washwashed with ethyl acetate (50 ml×2)
10. temperatureThe aqueous layer was cooled to 0° C.
11. extractionextracted with dichloromethane (100 ml×4)
12. dry with materialthe extract dried over Na2SO4
13. customthe solvent removed completely
14. distillationthe crude solid was purified by high vacuum distillation