反应详情

1-Azido-11-phtalimido-3,6,9-trioxaundecane (8, Example 3, 2.0 g, 5.74 mmol), is treated with 1.0 ml 55% hydrazine hydrate in 50 ml abs. methanol and heated to reflux for 2 h. After cooling to room temperature, the mixture is concentrated in vacuo, diluted with 50 ml of water and treated with 5 ml conc. HCl. All precipitate is filtered off, the aqueous filtrate neutralized with NaOH, and the solvent removed in vacuo. The residue is dissolved in dichloromethane, and washed with 3 N NaOH and water. The organic phase is dried over MgSO4 and concentrated in vacuo yielding 0.63 g (2.9 mmol, 51%) of a colourless oil, which is used in the next step without further purification.

1. temperatureto reflux for 2 h
2. concentrationthe mixture is concentrated in vacuo
3. additiondiluted with 50 ml of water
4. additiontreated with 5 ml conc. HCl
5. filtrationAll precipitate is filtered off
6. customthe solvent removed in vacuo
7. dissolutionThe residue is dissolved in dichloromethane
8. washwashed with 3 N NaOH and water
9. dry with materialThe organic phase is dried over MgSO4
10. concentrationconcentrated in vacuo