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

HRID 1363529ノート

反応式

HRID 1363529 の反応式
[O:1]=[C:2]1[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.[O-]CC.[Na+].O.[N+:20]([CH3:23])([O-:22])=[O:21]>C(O)C>[OH:1][C:2]1([CH2:23][N+:20]([O-:22])=[O:21])[CH2:3][CH2:4][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:6][CH2:7]1

参加物

6

反応物 4

HCID 962WaterHCID 6375NitromethaneHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 2723922Sodium ethoxide

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

To a solution of tert-butyl 4-oxopiperidine-1-carboxylate (52.65 g, 264 mmol) in nitromethane (21 mL) and ethanol (8 mL) was added a solution of sodium ethoxide in ethanol (2.67 M, 5.0 mL, 13.4 mmol). The mixture was stirred at rt and more ethanol (30 mL) was added. The mixture was sonicated for 15 min, stirred overnight, then sonicated again. To the mixture was added water (400 mL). The solid was isolated by filtration, washed with water (300 mL), and dried to yield tert-butyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate as a white solid, 67.60 g (98%).

後処理

  1. customThe mixture was sonicated for 15 min
  2. stirringstirred overnight
  3. customsonicated again
  4. customThe solid was isolated by filtration
  5. washwashed with water (300 mL)
  6. customdried

出典と根拠

ORDレコード
ord-47171e87127943298acacf78b366a2e5
出典データセット
uspto-grants-2011_02
特許番号
US07884207B2

反応ノート

読み込み中…