Nitromethane → Ethyl 4-hydroxy-4-(nitromethyl)-1-piperidinecarboxylate

HRID 44688

反応式

HRID 44688 の反応式
[C:1]([N:6]1[CH2:11][CH2:10][C:9](=[O:12])[CH2:8][CH2:7]1)([O:3][CH2:4][CH3:5])=[O:2].[O-]CC.[Na+].[N+:17]([CH3:20])([O-:19])=[O:18]>C(O)C>[OH:12][C:9]1([CH2:20][N+:17]([O-:19])=[O:18])[CH2:8][CH2:7][N:6]([C:1]([O:3][CH2:4][CH3:5])=[O:2])[CH2:11][CH2:10]1

参加物

5

反応物 3

HCID 6375NitromethaneHCID 34767Ethyl 4-oxo-1-piperidinecarboxylateHCID 2723922Sodium ethoxide

生成物 1

HCID 22708806Ethyl 4-hydroxy-4-(nitromethyl)-1-piperidinecarboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

To a solution of N-carbethoxy-4-piperidone (11.34 g, 66.24 mmol) in nitromethane (5.3 mL) and ethanol (2 mL) was added a solution of sodium ethoxide in ethanol (2.67 M, 1.24 mL, 3.31 mmol). The mixture was stirred for 5 min and a solution formed from which a solid precipitated. After 1.5 h, water (100 mL) was added and the solid was isolated by filtration, washed with water (100 mL), and dried under vacuum with heat to yield the product ethyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate as an off white solid, 9.58 g (62%).

後処理

  1. customa solution formed from which a solid
  2. customprecipitated
  3. waitAfter 1.5 h
  4. additionwater (100 mL) was added
  5. customthe solid was isolated by filtration
  6. washwashed with water (100 mL)
  7. customdried under vacuum
  8. temperaturewith heat

出典と根拠

ORDレコード
ord-01e93de79b1c4700b1b095c0e4fd6300
出典データセット
uspto-grants-2013_09
特許番号
US08541438B2

関連ノート

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