Ethanol → 3-(4-Chlorophenyl)-2,1-benzisoxazole-7-acetic acid

HRID 1199021ノート

反応式

HRID 1199021 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][N:10]=[C:11]3[C:16]([CH2:17][C:18]#N)=[CH:15][CH:14]=[CH:13][C:12]=23)=[CH:4][CH:3]=1.[OH-:20].[Na+].C(O)C.[OH2:25]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][N:10]=[C:11]3[C:16]([CH2:17][C:18]([OH:25])=[O:20])=[CH:15][CH:14]=[CH:13][C:12]=23)=[CH:4][CH:3]=1

参加物

5

反応物 4

HCID 702EthanolHCID 962WaterHCID 14798Sodium HydroxideHCID 156347583-(4-Chlorophenyl)-2,1-benzisoxazole-7-acetonitrile

生成物 1

HCID 156347603-(4-Chlorophenyl)-2,1-benzisoxazole-7-acetic acid収率 38%

実験手順

A mixture of 3.9 g (0.015 mole) of 3-(4-chlorophenyl)-2,1-benzisoxazol-7-acetonitrile, 10 ml of 20% sodium hydroxide and 75 ml of 95% ethanol was heated at reflux under a nitrogen atmosphere for 17 hr. The mixture was poured into 600 ml of water and filtered. The filtrate was treated with charcoal and filtered through Celite. The filtrate was adjusted to pH 7 with concentrated hydrochloric acid and the mixture filtered. The filtrate was made acidic with concentrated hydrochloric acid and a solid precipitated. The solid was collected by filtration and recrystallized from 2-propanol to yield 1.6 g (38%) of pale-yellow needles, m.p. 200°-202° C. with decomposition.

後処理

  1. temperaturewas heated
  2. temperatureat reflux under a nitrogen atmosphere for 17 hr
  3. filtrationfiltered
  4. additionThe filtrate was treated with charcoal
  5. filtrationfiltered through Celite
  6. filtrationthe mixture filtered
  7. customa solid precipitated
  8. filtrationThe solid was collected by filtration
  9. customrecrystallized from 2-propanol

出典と根拠

ORDレコード
ord-dee418807be844e18e44f3c1e906ceba
出典データセット
uspto-grants-1990_02
特許番号
US04898874

反応ノート

読み込み中…