反应详情

A solution of 1.3 g of 2-(1-pyrrolyl)-ethylamine, 2.0 g of methyl 3-oxocyclohexylacetate in 150 ml toluene is stirred and refluxed overnight using a Dean Stark water separator. The reaction is cooled and 7 ml glacial acetic acid is added. The solution is stirred and refluxed as before for 6 hours, cooled and the organic solvents are evaporated under reduced pressure. The residue is dissolved in ether and washed with ice cold 1N aqueous sodium hydroxide. The organic layer is separated, dried over magnesium sulfate, and filtered. The ether solution is evaporated under reduced pressure and the residue is crystallized from ether to give 5,6,10,11,12,13-hexahydro-10,13a-methano-13aH-pyrrolo[2',1':3,4]pyrazino[1,2-a]azocin-8(9H)-one, m.p. 130°-132°, the compound of formula II wherein R, R1R2 and R3 represent hydrogen.

1. temperaturerefluxed overnight
2. temperatureThe reaction is cooled
3. temperaturerefluxed as before for 6 hours
4. temperaturecooled
5. customthe organic solvents are evaporated under reduced pressure
6. dissolutionThe residue is dissolved in ether
7. washwashed with ice cold 1N aqueous sodium hydroxide
8. customThe organic layer is separated
9. dry with materialdried over magnesium sulfate
10. filtrationfiltered
11. customThe ether solution is evaporated under reduced pressure
12. customthe residue is crystallized from ether