tert-Butyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate → tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

HRID 1469235노트

반응식

HRID 1469235 반응식
[OH:1][C:2]1([CH2:15][N+:16]([O-])=O)[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1>C(O)C.[OH-].[OH-].[Pd+2]>[NH2:16][CH2:15][C:2]1([OH:1])[CH2:3][CH2:4][N:5]([C:8]([O:10][C:11]([CH3:13])([CH3:12])[CH3:14])=[O:9])[CH2:6][CH2:7]1

참가 물질

4

반응물 1

HCID 53486300tert-Butyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate

생성물 1

HCID 23396319tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매2회HCID 702Ethanol용매

실험 절차

A mixture of tert-butyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate (20.42 g, 78.4 mmol) and 20% palladium hydroxide on carbon (1.21 g) in ethanol (250 mL) was hydrogenated at 40 psi (2.8×105 Pa) for 3 d on a Parr apparatus. More 20% palladium hydroxide on carbon (1.0 g) was added and the hydrogenation was continued for 2 more days. The mixture was filtered through CELITE filter agent and the filtrate was concentrated to provide tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate, which was concentrated from toluene (200 mL) to remove residual ethanol before use in the next reaction.

후처리

  1. filtrationThe mixture was filtered through CELITE
  2. filtrationfilter agent
  3. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-4ee5d452ce334a7a9b7212564aaf55df
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006264B2

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