反应详情

温度

130 °C

Compound 512 (38 mg, 0.1 mmol) was dissolved in acetonitrile (2 mL) in a reaction vial. 3-Chloro-propan-1-ol (11 μL, 0.12 mmol), K2CO3 (17 mg, 0.12 mmol) and NaI (cat. amount) were added. The reaction vial was flushed with argon, closed and then stirred at 130° C. for 20 min. in a microwave oven. The reaction mixture was allowed to cool to RT and then poured into a mixture of EtOAc/water. The aqueous phase was acidified with HCl (4N) and the layers were separated. The aqueous phase was extracted with more EtOAc. The organic phases were combined, dried (MgSO4), filtered and concentrated in vacuo affording the crude product. Purified by continuously gradient flash chromatography using EtOAc/petroleum ether (40-60)(v:v=1:3 to 1:1) as the eluent, affording the title compound as a yellow solid. 13C NMR (CDCl3) δ 190.8, 159.1 (dd), 155.6 (dd), 155.3 (d), 155.0 (d), 148.0, 134.7, 133.0, 129.4, 127.9 (d), 124.4 (m), 120.4 (d), 117.1 (d), 116.0, 115.1 (d), 112.8, 111.6 (dd), 104.9 (dd), 66.3, 60.0, 32.0

1. customThe reaction
2. customvial was flushed with argon
3. customclosed
4. temperatureto cool to RT
5. additionpoured into a mixture of EtOAc/water
6. customthe layers were separated
7. extractionThe aqueous phase was extracted with more EtOAc
8. dry with materialdried (MgSO4)
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. customaffording the crude product
12. customPurified by continuously gradient flash chromatography