反应详情

5.2 g (25 mmol) of ethyl (1RS,2RS,6RS)-9-oxo-8-azabicyclo[4.3.0]non-4-ene-2-carboxylate (product A from Example K.2.) are dissolved in 50 ml of tetrahydrofuran under a nitrogen atmosphere and 130 ml of a 1.5 molar di(isobutyl)aluminium hydride solution (195 mmol) are subsequently added dropwise. The solution is heated under reflux for 16 h. After the reaction is complete, 60 ml of methanol, 30 ml of tert-butyl methyl ether and 10 ml of water are added dropwise successively and filtration with suction is then carried out in the presence of tonsil. The suction filter residue is stirred twice with a mixture of ethanol/conc. ammonia/water (10:1:1) and filtered off with suction once again. The combined filtrates are concentrated and the crude product is purified by chromatography (eluent: dichloromethanel-methanol/conc. ammonia 2:4:1).

1. temperatureThe solution is heated
2. temperatureunder reflux for 16 h
3. filtrationfiltration with suction
4. filtrationThe suction filter residue
5. filtrationammonia/water (10:1:1) and filtered off with suction once again
6. concentrationThe combined filtrates are concentrated
7. customthe crude product is purified by chromatography (eluent: dichloromethanel-methanol/conc. ammonia 2:4:1)