Hydrogen Bromide → 2-(4-Chlorophenyl)pyrimidin-5-ol

HRID 2060252노트

반응식

HRID 2060252 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([O:14]C)=[CH:10][N:9]=2)=[CH:4][CH:3]=1.Br>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[CH:10][C:11]([OH:14])=[CH:12][N:13]=2)=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 593221882-(4-Chloro-phenyl)-5-methoxy-pyrimidine

생성물 1

HCID 593221782-(4-Chlorophenyl)pyrimidin-5-ol수율 88%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a stirred solution of 2-(4-chloro-phenyl)-5-methoxy-pyrimidine (100 mg, 0.45 mmol) was added hydrogen bromide in acetic acid (3 mL of a 33% by weight solution). The resulting mixture was stirred at reflux for 4 hours. The mixture was then partitioned between diethyl ether (25 mL) and saturated sodium hydrogen carbonate solution (25 mL). The organics were further washed with water (25 mL), brine (25 mL), dried over magnesium sulphate, filtered and concentrated under reduced pressure. The resulting precipitate was washed with pentane (10 mL) and then dried under reduced pressure to afford the title compound as a white solid in 88% yield, 82 mg.

후처리

  1. temperatureat reflux for 4 hours
  2. customThe mixture was then partitioned between diethyl ether (25 mL) and saturated sodium hydrogen carbonate solution (25 mL)
  3. washThe organics were further washed with water (25 mL), brine (25 mL)
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. washThe resulting precipitate was washed with pentane (10 mL)
  8. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-4c9237b4d7414fb4be6d04c7ce176153
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08278343B2

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