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

HRID 52003ノート

反応式

HRID 52003 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9131882886ce47d2b7cfe0650bf715a5
出典データセット
uspto-grants-1997_04
特許番号
US05616537

反応ノート

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