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

HRID 1469235ノート

反応式

HRID 1469235 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒2 回HCID 702Ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-4ee5d452ce334a7a9b7212564aaf55df
出典データセット
uspto-grants-2015_04
特許番号
US09006264B2

反応ノート

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