3,6-Dimethyl-4-[(4-nitrophenyl)oxy]-1,2-benzisoxazole → {4-[(3,6-Dimethyl-1,2-benzisoxazol-4-yl)oxy]phenyl}amine

HRID 527521ノート

反応式

HRID 527521 の反応式
[CH3:1][C:2]1[C:6]2[C:7]([O:12][C:13]3[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=3)=[CH:8][C:9]([CH3:11])=[CH:10][C:5]=2[O:4][N:3]=1.O.O.[Sn](Cl)(Cl)(Cl)Cl>C(O)C>[CH3:1][C:2]1[C:6]2[C:7]([O:12][C:13]3[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=3)=[CH:8][C:9]([CH3:11])=[CH:10][C:5]=2[O:4][N:3]=1

参加物

4

反応物 2

HCID 679598393,6-Dimethyl-4-[(4-nitrophenyl)oxy]-1,2-benzisoxazole2 回HCID 85782573Tin tetrachloride dihydrate

生成物 1

HCID 67960640{4-[(3,6-Dimethyl-1,2-benzisoxazol-4-yl)oxy]phenyl}amine収率 139.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3,6-dimethyl-4-[(4-nitrophenyl)oxy]-1,2-benzisoxazole (Intermediate 20, 208 mg) was dissolved in ethanol (10.0 ml) and tin chloride dihydrate (991 mg, 4.39 mmol) was added. The reaction mixture was stirred and heated at reflux for 4 hours. After the removal of the volatiles, water was added and the reaction mixture was extracted two times with ethyl acetate. The collected organic were dried over sodium sulphate, filtered and evaporated to afford 260 mg of the title compound.

後処理

  1. temperatureheated
  2. temperatureat reflux for 4 hours
  3. customAfter the removal of the volatiles, water
  4. additionwas added
  5. extractionthe reaction mixture was extracted two times with ethyl acetate
  6. dry with materialThe collected organic were dried over sodium sulphate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-e39700682b174194a77c8d26339e2c7f
出典データセット
uspto-grants-2016_05
特許番号
US09346790B2

反応ノート

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