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

HRID 44688

반응식

HRID 44688 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-01e93de79b1c4700b1b095c0e4fd6300
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541438B2

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