反应详情

A mixture of 8.28 g (47.5 mmol) of 2-(azidomethyl)benzoxazole (PREPARATION 5) and 0.526 g of 10% Palladium on charcoal in absolute ethanol (150 ml) is shaken under hydrogen at 36 psi for 40 min. The catalyst is then filtered off and the filtrate is concentrated. The crude product is chromatographed on silica gel (700 ml) eluting with methanol/dichloromethane (2/98), the appropriate fractions are pooled and concentrated to give the product. Crystallization from ethyl ether/hexane gives the title compound, mp 46.5°-47.5°; MS m/z) at 148; NMR (CDCl3) 1.70, 4.14, 7.33, 7.51, 7.70 δ.

1. filtrationThe catalyst is then filtered off
2. concentrationthe filtrate is concentrated
3. customThe crude product is chromatographed on silica gel (700 ml)
4. washeluting with methanol/dichloromethane (2/98)
5. concentrationconcentrated
6. customto give the product
7. customCrystallization from ethyl ether/hexane