Ethanol → 3-Phenyl-2,1-benzisoxazole-5-acetic acid

HRID 1199017Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1199017
[C:1]1([C:7]2[O:8][N:9]=[C:10]3[CH:15]=[CH:14][C:13]([CH2:16][C:17]#N)=[CH:12][C:11]=23)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)C.[OH-:22].[Na+].[OH2:24]>>[C:1]1([C:7]2[O:8][N:9]=[C:10]3[CH:15]=[CH:14][C:13]([CH2:16][C:17]([OH:24])=[O:22])=[CH:12][C:11]=23)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 4

HCID 702EthanolHCID 962WaterHCID 14798Sodium HydroxideHCID 148353463-Phenyl-2,1-benzisoxazole-5-acetonitrile

Produkt 1

HCID 148353913-Phenyl-2,1-benzisoxazole-5-acetic acidAusbeute 54 %

Versuchsvorschrift

A solution of 5.0 g (0.021 mole) of 3-phenyl-2,1-benzisoxazole-5-acetonitrile, 100 ml of ethanol, and 10 ml of 20% sodium hydroxide was heated at reflux under a nitrogen atmosphere for 20 hr. The solution was poured into 800 ml of water, let stand for 0.5 hr and filtered. The filtrate was treated with charcoal, filtered, and the filtrate made acidic with concentrated hydrochloric acid. The mixture was allowed to stand at ambient temperature overnight and then filtered. The filter cake was washed with water, air dried, and recrystallized from 2-propanol to yield 2.9 g (54%) of gray powder, m.p. 173°-174° C. with decomposition.

Aufarbeitung

  1. temperatureat reflux under a nitrogen atmosphere for 20 hr
  2. filtrationfiltered
  3. additionThe filtrate was treated with charcoal
  4. filtrationfiltered
  5. waitto stand at ambient temperature overnight
  6. filtrationfiltered
  7. washThe filter cake was washed with water, air
  8. customdried
  9. customrecrystallized from 2-propanol

Quellen und Nachweise

ORD-Eintrag
ord-2198a4a148294a98bbb9e6b95d125ac7
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04898874

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