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

HRID 508486
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HRID 508486 반응식
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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6569
Methyl Ethyl Ketone
용매

반응 조건

온도
80 °C

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-3af990aea8ca4752b2dd750a1a04ac40
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096525B2

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