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

HRID 1469234ノート

反応式

HRID 1469234 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-53c508e04bb14b2fa3778c8d15ac8d55
出典データセット
uspto-grants-2015_04
特許番号
US09006264B2

反応ノート

読み込み中…