Реакция #1174

ord-2cac9a20d7c04458add12877e56c0bdb

Уравнение реакции

O=C([O-])[O-].[K+].[K+]
K2CO3
O=C(OCc1ccccc1)N1CCC(N2C(=O)c3ccccc3C2=O)CC1
1-Benzyloxycarbonyl-4-phthalimidylpiperidine
NN.O
hydrazine monohydrate
NC1CCN(C(=O)OCc2ccccc2)CC1
4-amino-1-benzyloxycarbonylpiperidine
Выход 85.0%

Растворители

Условия реакции

Температура
100°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияthe mixture was extracted with 5% MeOH/CHCl3 (3×)
  2. 2
    ПромывкаThe combined extracts were washed with 2N aq. HCl, 2N aq. NaOH, brine solution
  3. 3
    Сушкаdried over Na2SO4
  4. 4
    Концентрированиеconcentrated

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723490uspto-grants-1998_03