Sodium Hydroxide → 6-(4,6-Dimethoxypyrimidin-2-yl)oxy-3-methyl-benzisoxazol-7-carboxylic Acid

HRID 52003노트

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HRID 52003 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:21]=[CH:20][C:15]3[C:16]([CH3:19])=[N:17][O:18][C:14]=3[C:13]=2[C:22]([O:24]C)=[O:23])[N:4]=1.[OH-].[Na+]>O>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][C:12]2[CH:21]=[CH:20][C:15]3[C:16]([CH3:19])=[N:17][O:18][C:14]=3[C:13]=2[C:22]([OH:24])=[O:23])[N:6]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 19077291Methyl 6-(4,6-dimethoxypyrimidin-2-yl)oxy-3-methylbenzisoxazol-7-carboxylate

생성물 1

HCID 199627976-(4,6-Dimethoxypyrimidin-2-yl)oxy-3-methyl-benzisoxazol-7-carboxylic Acid수율 73%

시약·촉매·용매 1

HCID 962Water용매

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온도
70 °C

실험 절차

While heating and stirring 1.0 g of methyl 6-(4,6-dimethoxypyrimidin-2-yl)oxy-3-methylbenzisoxazol-7-carboxylate in 20 ml of N,N-dimethylsulfoxide at 70° C., 1.7 ml of a 2N sodium hydroxide aqueous solution was dropwise added thereto over a period of 10 minutes. Then, the mixture was further heated and stirred at 70° C. for 30 minutes. The mixture was returned to room temperature, then poured into water and extracted with diethyl ether. The aqueous layer was acidified with 10% hydrochloric acid, and precipitated crystals were extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. It was then concentrated under reduced pressure, and the crystals thereby obtained were washed with isopropyl ether to obtain 0.7 g (yield: 71%) of the desired compound.

후처리

  1. temperatureWhile heating
  2. temperatureThen, the mixture was further heated
  3. customwas returned to room temperature
  4. extractionextracted with diethyl ether
  5. customprecipitated crystals
  6. extractionwere extracted with ethyl acetate
  7. washThe organic layer was washed with water
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationIt was then concentrated under reduced pressure
  10. customthe crystals thereby obtained
  11. washwere washed with isopropyl ether

출처 및 근거

ORD 기록
ord-9131882886ce47d2b7cfe0650bf715a5
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616537

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