反应详情

温度

130 °C

A mixture of (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-9-oxo-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-3a-aminium chloride (1.09 g, 2.359 mmol) and potassium triphosphate (2.7 g, 12.72 mmol) in 1,2-dichloroethane (12 mL) and acetonitrile (24 mL) was placed in a thick-walled resealable vessel. The reaction vessel with its contents were flushed with nitrogen, sealed, and warmed to 130° C. for 36 hours. The crude reaction mixture was cooled to RT, filtered through a short bed (−1″ thick) of silica gel type-H, washed with ethyl acetate (150 mL). The filtrate was concentrated into a free flowing solid (1.1 g, quantitative) which was taken to the next step without further purification. MS: m/e 452.35 (M+H)+, 3.12 min (method 21). 1H NMR (400 MHz, CHLOROFORM-d) δ 4.77 (d, J=2.5 Hz, 1H), 4.62 (dd, J=2.5, 1.5 Hz, 1H), 2.74-2.56 (m, 2H), 2.55-2.36 (m, 3H), 2.10-2.00 (m, 1H), 1.96-1.86 (m, 1H), 1.85-1.75 (m, 1H), 1.74-1.67 (m, 2H), 1.68 (s, 3H), 1.55-1.24 (m, 16H), 1.16-1.10 (m, 1H), 1.08 (s, 3H), 1.07 (s, 3H), 1.04 (s, 3H), 0.98 (s, 3H), 0.96 (d, J=2.8 Hz, 2H), 0.94 (s, 3H).

1. customwas placed in a thick-walled resealable vessel
2. customThe reaction vessel with its contents were flushed with nitrogen
3. customsealed
4. customThe crude reaction mixture
5. temperaturewas cooled to RT
6. filtrationfiltered through a short bed (−1″ thick) of silica gel type-H
7. washwashed with ethyl acetate (150 mL)
8. concentrationThe filtrate was concentrated into
9. customwas taken to the next step without further purification
10. customm/e 452.35 (M+H)+, 3.12 min (method 21)