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4-Methoxyphenol → 5-Bromo-2-(4-methoxyphenoxy)pyrimidine

HRID 2295945
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HRID 2295945 반응식
[Br:1][C:2]1[CH:3]=[N:4][C:5](Cl)=[N:6][CH:7]=1.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[Br:1][C:2]1[CH:3]=[N:4][C:5]([O:17][C:14]2[CH:15]=[CH:16][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)=[N:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 90154-MethoxyphenolHCID 11430Potassium CarbonateHCID 6066655-Bromo-2-chloropyrimidine

생성물 1

HCID 45415135-Bromo-2-(4-methoxyphenoxy)pyrimidine수율 78%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

5-Bromo-2-chloropyrimidine (3.0 g), p-methoxyphenol (2.5 g), methyl ethyl ketone (50 ml--dried over anhydrous potassium carbonate) and anhydrous potassium carbonate (2.5 g) were heated under reflux with stirring for 6 hours. The solvent was evaporated under reduced pressure, the residue treated with water and the precipitated compound collected by filtration. The product was treated with 5% sodium hydroxide aqueous solution and the mixture stirred for approximately 30 minutes. The solid was collected by filtration, washed with water and recrystallised from methanol/water to give the title compound (3.4 g), m.p. 92° C.

후처리

  1. temperatureunder reflux
  2. customThe solvent was evaporated under reduced pressure
  3. additionthe residue treated with water
  4. filtrationthe precipitated compound collected by filtration
  5. additionThe product was treated with 5% sodium hydroxide aqueous solution
  6. stirringthe mixture stirred for approximately 30 minutes
  7. filtrationThe solid was collected by filtration
  8. washwashed with water
  9. customrecrystallised from methanol/water

출처 및 근거

ORD 기록
ord-77378b54001e4b25a45851bbc17a4c6c
출처 데이터셋
uspto-grants-1984_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04427437

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