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

HRID 38508

反応式

HRID 38508 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 21218Trioctylmethylammonium chloride触媒HCID 1140Toluene溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-15de7fde64bc4f4184ec232e0020d2d1
出典データセット
uspto-grants-2013_09
特許番号
US08524722B2

関連ノート

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