反应详情

A mixture of 2.8 g of pyrido[2,3-b][1,4]benzoxazepin-6(5H)-one, 10 ml of tetrahydrofuran and 3 ml of 10M borane-dimethylsulfide in tetrahydrofuran is stirred at room temperature overnight and then refluxed for 3 hours. To the mixture is added dropwise under argon, 5 ml of methanol. The solvent is removed under vacuum and methanol added. The solvent is removed under vacuum and 12 ml of 2N NaOH added to the residue. The mixture is refluxed for 2 hours and extracted with ethyl acetate. The extract is washed with 2N citric acid, H2O, brine and dried (Na2SO4). The solution is filtered through a thin pad of hydrous magnesium silicate and the filtrate concentrated to dryness under vacuum. The residue is chromatographed on a column (2"×18") of silica gel (32° g) with hexane-ethyl acetate (1:1) as solvent to give 0.78 g of crystals, m.p. 172°-174° C.

1. temperaturerefluxed for 3 hours
2. additionTo the mixture is added dropwise under argon
3. customThe solvent is removed under vacuum and methanol
4. additionadded
5. customThe solvent is removed under vacuum and 12 ml of 2N NaOH
6. additionadded to the residue
7. temperatureThe mixture is refluxed for 2 hours
8. extractionextracted with ethyl acetate
9. washThe extract is washed with 2N citric acid, H2O, brine
10. dry with materialdried (Na2SO4)
11. filtrationThe solution is filtered through a thin pad of hydrous magnesium silicate
12. concentrationthe filtrate concentrated to dryness under vacuum
13. customThe residue is chromatographed on a column (2"×18") of silica gel (32° g) with hexane-ethyl acetate (1:1) as solvent