Potassium Carbonate → 4-Amino-1-N-Cbz-piperidine

HRID 1078

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HRID 1078 반응식
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2C(=O)C3=CC=CC=C3C2=O)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.NN.C([O-])([O-])=O.[K+].[K+]>C(O)C.[Cl-].[Na+].O>[NH2:17][CH:14]1[CH2:13][CH2:12][N:11]([C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH2:16][CH2:15]1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 24654Hydrazine hydrate (1:1)HCID 21831105Phenylmethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-piperidinecarboxylate

생성물 1

HCID 178466404-Amino-1-N-Cbz-piperidine수율 85%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 57417360Sodium chloride; water용매

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온도
100 °C

실험 절차

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.

후처리

  1. extractionthe mixture was extracted with 5% MeOH/CHCl3 (3×)
  2. washThe combined extracts were washed with 2N aq. HCl, 2N aq. NaOH, brine solution
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2cac9a20d7c04458add12877e56c0bdb
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723490

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