Réaction #1174

Équation de réaction

K2CO3

1-Benzyloxycarbonyl-4-phthalimidylpiperidine

hydrazine monohydrate

→

4-amino-1-benzyloxycarbonylpiperidine

Rendement 85.0%

Solvants

ethanol

Brine

Conditions de réaction

Traitement

1. 1
   Extractionthe mixture was extracted with 5% MeOH/CHCl3 (3×)
2. 2
   LavageThe combined extracts were washed with 2N aq. HCl, 2N aq. NaOH, brine solution
3. 3
   Séchagedried over Na2SO4
4. 4
   Concentrationconcentrated

Mode opératoire

1-Benzyloxycarbonyl-4-phthalimidylpiperidine (1.50 g, 4.27 mmol), prepared in Example 16B, was taken up in 20 mL of ethanol. To this solution was added hydrazine monohydrate (35 mL, 700 mmol) and this mixture was heated at 100° C. for 3 h. Brine solution (40 mL) and 10% aq. K2CO3 (60 mL) were added and the mixture was extracted with 5% MeOH/CHCl3 (3×). The combined extracts were washed with 2N aq. HCl, 2N aq. NaOH, brine solution, dried over Na2SO4 and concentrated to give 0.847 g, (85%) of 4-amino-1-benzyloxycarbonylpiperidine. [1H]-NMR(CDCl3) consistent with structure.

Source