反应详情

The compound N-(4-benzyloxy-3,3-difluorobutyl)-phthalimide (68.5 g, 198.6 mmoles) and hydrazine hydrate (10 g, 200 mmoles) are stirred and heated overnight in ethanol (200 mL) at 90°-100° C. A mixture of concentrated HCl (94 mL) and ethanol (1130 mL) is added, and heating (90°-100° C.) is continued for 1.5 hours. After cooling (ice bath), phthalhydrazide is removed by filtration, and the filtrate is evaporated. The residue is taken up in water and extracted with ether (2×500 mL). After filtration through a membrane filter (Millipore), evaporation of the filtrate yields white crystals. These are dissolved in ethanol, the solution is filtered (Millipore organic) and the filtrate is evaporated to yield a residue which crystallizes on addition of ether: 34 g (68%). Evaporation of the ether extracts yields a partially crystalline material (20 g) consisting of starting material. Repetition of the hydrazine cleavage upon this mixture yields a second crop of 4-benzyloxy-3,3-difluorobutylamine (9.1 g). Total: 43.2 g (86.5%).

1. additionis added
2. temperatureheating (90°-100° C.)
3. customis removed by filtration
4. customthe filtrate is evaporated
5. extractionextracted with ether (2×500 mL)
6. filtrationAfter filtration through a membrane
7. filtrationfilter
8. custom(Millipore), evaporation of the filtrate
9. customyields white crystals
10. filtrationthe solution is filtered (Millipore organic)
11. customthe filtrate is evaporated
12. customto yield a residue which
13. customcrystallizes on addition of ether
14. customEvaporation of the ether