反应详情

A mixture of 2.8 g (7.8 mmol) of the end product of Example 24 and 13 g of activated manganese dioxide in 500 ml of toluene was refluxed overnight. The mixture was filtered through Celite, evaporated in vacuo and the residue treated with ether-petroleum ether to give a tan solid. Recrystallization from methylene chloride-ether gave a white powder, mp 180°-181°: Ir (KBr) 1610 and 1480 cm-1 ; nmr (CDCl3) 2.60 δ (s, 3H), 4.10 (d, J=12Hz, 1H) 5.20 (d, J=12Hz, 1H) and 6.90-7.80 (m, aromatic, 8H); uv λ max 219 nm (ε=36500), infl. 242 (19900) and 270 (8700); mass spectrum m/e 357 (M+).

1. temperaturewas refluxed overnight
2. filtrationThe mixture was filtered through Celite
3. customevaporated in vacuo
4. additionthe residue treated with ether-petroleum ether
5. customto give a tan solid
6. customRecrystallization from methylene chloride-ether
7. customgave a white powder, mp 180°-181°