Water → 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine

HRID 38508

반응식

HRID 38508 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][OH:8].[OH-].[K+].O.Cl[C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][C:14]=1[Cl:22]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].C1(C)C=CC=CC=1>[Cl:22][C:14]1[CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=[CH:18][C:13]=1[O:8][CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 74431,2-Dichloro-4-nitrobenzeneHCID 11474PiconolHCID 14797Potassium Hydroxide

생성물 1

HCID 174694332-((2-Chloro-4-nitrophenoxy)methyl)pyridine수율 48.3%

시약·촉매·용매 2

HCID 21218Trioctylmethylammonium chloride촉매HCID 1140Toluene용매

반응 조건

온도
60 °C

실험 절차

To a mixture of pyridin-2-ylmethanol (6.82 g, 62.5 mmol), Aliquat 336 (8.08 g, 20.0 mmol), potassium hydroxide (3.51 g, 62.5 mmol) and water (40 mL) were added toluene (80 mL) and 1,2-dichloro-4-nitrobenzene (10.0 g, 52.1 mmol). The mixture was heated to 60° C. overnight with vigorous stirring. The layers were separated, and the organic layer was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, and the solvent was removed in vacuo. The residue was triturated with petroleum ether and tert-butyl methyl ether to yield 6.66 g (48%) of the title compound.

후처리

  1. customThe layers were separated
  2. additionthe organic layer was diluted with ethyl acetate
  3. washwashed with water
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customthe solvent was removed in vacuo
  6. customThe residue was triturated with petroleum ether and tert-butyl methyl ether

출처 및 근거

ORD 기록
ord-15de7fde64bc4f4184ec232e0020d2d1
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524722B2

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