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Water → 3-Bromo-2-(4-chloro-3-trifluoromethyl-phenoxy)-4-methyl-5-nitro-pyridine

HRID 508486
ノート
印刷プレビュー

反応式

HRID 508486 の反応式
C(=O)([O-])[O-].[K+].[K+].[Br:7][C:8]1[C:9](Cl)=[N:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[C:13]=1[CH3:14].O.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][C:22]=1[C:28]([F:31])([F:30])[F:29]>CC(CC)=O>[Br:7][C:8]1[C:9]([O:27][C:24]2[CH:25]=[CH:26][C:21]([Cl:20])=[C:22]([C:28]([F:31])([F:29])[F:30])[CH:23]=2)=[N:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[C:13]=1[CH3:14]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 805204-Chloro-3-(trifluoromethyl)phenolHCID 401519173-Bromo-2-chloro-4-methyl-5-nitropyridine

生成物 1

HCID 669403643-Bromo-2-(4-chloro-3-trifluoromethyl-phenoxy)-4-methyl-5-nitro-pyridine

試薬・触媒・溶媒 1

HCID 6569
Methyl Ethyl Ketone
溶媒

反応条件

温度
80 °C

実験手順

In a 250 ml three-necked round-bottomed flask, 4.00 g 4-chloro-3-trifluoromethyl-phenol is dissolved in 80 ml of dry methyl-ethyl-ketone. 3.85 g potassium carbonate followed by 4.70 g of 3-bromo-2-chloro-4-methyl-5-nitro-pyridine are added. The resulting brown suspension is heated to 80° C. under stirring for 3 hours. Afterwards, the green suspension is allowed to reach an ambient temperature and it then poured into water. The mixture is extracted with ethyl actetate (3×50 ml). The combined organic phases are washed with brine, dried over sodium sulfate, filtered and the solvent removed in vacuo. After purification of the raw product on silica gel with cyclohexane/ethyl actetae 19:1 (v:v) 7.36 g of the title compound are obtained as a light yellow gum that solidifies upon standing (MP: 73-74° C.).

後処理

  1. additionare added
  2. customto reach an ambient temperature
  3. extractionThe mixture is extracted with ethyl actetate (3×50 ml)
  4. washThe combined organic phases are washed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent removed in vacuo
  8. customAfter purification of the raw product on silica gel with cyclohexane/ethyl actetae 19:1 (v:v) 7.36 g of the title compound
  9. customare obtained as a light yellow gum

出典と根拠

ORDレコード
ord-3af990aea8ca4752b2dd750a1a04ac40
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09096525B2

反応ノート

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