反应详情

In a manner similar to that of Example 49, step 1, imidazole (2.83 g, 41.6 mmol) is dissolved in absolute ethanol (45 mL). Pyridine (0.11 mL) is added followed by addition of (R)-(+) styrene oxide (5.0 g, 41.6 mol, Aldrich Chemical Co.), followed by heating at reflux for 18 hours. The mixture is evaporated in vacuo to a syrup and suspended between ethyl ether (250 mL) and water (100 mL) to give a solid precipitate. The suspension is filtered and washed with ethyl ether. The solid is recrystallized from hot ethyl acetate and dried in vacuo (2.52 g, 32% yield). MS: APCI: M+1, 189.1 (M: 188.2). NMR spectrum is consistent with structure.

1. temperatureby heating
2. temperatureat reflux for 18 hours
3. customThe mixture is evaporated in vacuo to a syrup
4. customto give a solid precipitate
5. filtrationThe suspension is filtered
6. washwashed with ethyl ether
7. customThe solid is recrystallized from hot ethyl acetate
8. customdried in vacuo (2.52 g, 32% yield)