Water → 2-(Pyridin-2-ylmethoxy)-5-nitropyridine

HRID 427721노트

반응식

HRID 427721 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][OH:8].[H-].[Na+].Cl[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][N:13]=1.O>CN(C)C=O>[N+:18]([C:15]1[CH:16]=[CH:17][C:12]([O:8][CH2:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[N:13][CH:14]=1)([O-:20])=[O:19]

참가 물질

6

반응물 4

HCID 962WaterHCID 11474PiconolHCID 24758Sodium hydrideHCID 783082-Chloro-5-nitropyridine

생성물 1

HCID 183577252-(Pyridin-2-ylmethoxy)-5-nitropyridine수율 91%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
-20 °C

실험 절차

2-Pyridylcarbinol (7.5 g, 0.069 mole) in dry dimethylformamide (190 ml) was cooled to −20° C. and treated with an 80% dispersion of sodium hydride in mineral oil (2.07 g, 0.069 mole) under argon. The mixture was stirred at −20° C. for two hours. 2-Chloro-5-nitropyridine (8.83 g, 0.058 mole) was added and the mixture was stirred at −20° C. for 0.5 hour then warmed to room temperature and stirred for 18 hours. Water was added dropwise and the solvent removed in vacuo. The residue was dissolved in dichloromethane, washed with 10% aqueous sodium hydroxide solution followed by water, dried (Na2SO4) and evaporated in vacuo to afford the title compound (12.2 g, 91%) as an orange solid.

후처리

  1. stirringthe mixture was stirred at −20° C. for 0.5 hour
  2. temperaturethen warmed to room temperature
  3. stirringstirred for 18 hours
  4. customthe solvent removed in vacuo
  5. dissolutionThe residue was dissolved in dichloromethane
  6. washwashed with 10% aqueous sodium hydroxide solution
  7. dry with materialdried (Na2SO4)
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-38584da362c34bb981648c892a606595
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313145B1

반응 노트

불러오는 중…