反应详情

A solution of 1.2 g (4.2 mmol) of (±)-trans-2-ethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline and 1.8 g (12.6 mmol) of proton sponge in 34 ml of 1,2-dichloroethane was treated with 1.4 ml (16.8 mmol) of vinylchloroformate at 0° C. under nitrogen atmosphere. The reaction mixture was stirred at this temperature for 15 min and then refluxed for 3 h, the solvent was removed in vacuo, the residue was taken up in water and extracted with Et2O. The organic layer was washed with 3% HCl, then was dried over Na2SO4 and the solvent was removed in vacuo. The dark residue was dissolved in EtOH, 3 ml of concentrated HCl were added and the solution refluxed for 3 hours. The solvent was removed in vacuo, obtaining 0.88 g of the title compound which was used as such in the subsequent step. M.p.=90° C. dec.

1. temperaturerefluxed for 3 h
2. customthe solvent was removed in vacuo
3. extractionextracted with Et2O
4. washThe organic layer was washed with 3% HCl
5. dry with materialwas dried over Na2SO4
6. customthe solvent was removed in vacuo
7. dissolutionThe dark residue was dissolved in EtOH
8. addition3 ml of concentrated HCl were added
9. temperaturethe solution refluxed for 3 hours
10. customThe solvent was removed in vacuo