反应详情

温度

0 °C

A mixture of 2-methyl-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]-quinazolin-4-one (50 g), N-bromosuccinimide (31.2 g), benzoyl peroxide (0.1 g) and carbon tetrachloride (500 ml) was stirred and heated to reflux for 90 minutes. The mixture was cooled to 0° C. The mixture was filtered and the filtrate was evaporated. The residue was triturated under diethyl ether (400 ml). The mixture was cooled to 0° C. The precipitate was isolated, washed with diethyl ether and dried. The solid so obtained was purified by column chromatography using a 1:1 mixture of hexane and ethyl acetate as eluant. There was thus obtained 6-bromo-2-methyl-3-pivaloyloxy-methyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-4-one (21 g), m.p. 98° C. (decomposes);

1. temperatureheated
2. temperatureto reflux for 90 minutes
3. filtrationThe mixture was filtered
4. customthe filtrate was evaporated
5. customThe residue was triturated under diethyl ether (400 ml)
6. temperatureThe mixture was cooled to 0° C
7. customThe precipitate was isolated
8. washwashed with diethyl ether
9. customdried
10. customThe solid so obtained
11. customwas purified by column chromatography
12. additiona 1:1 mixture of hexane and ethyl acetate as eluant