Acetic Acid → 5-Methyl-3-phenyl-2,1-benzisoxazole

HRID 1198980Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1198980
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:16])=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].C(O)(=O)C.OO>O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]([CH:15]=1)=[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[O:8][N:16]=2

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 873352-Amino-5-methylbenzophenone

Produkt 1

HCID 6106335-Methyl-3-phenyl-2,1-benzisoxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 31.6 g (0.15 mole) of 5-methyl-2-aminobenzophenone, 350 ml of glacial acetic acid and 17 ml of 30% hydrogen peroxide was let stand at ambient temperature for 72 hr. The solution was poured into 2.5 liters of water. The mixture was let stand at ambient temperature for several days until the residue became crystalline. The solid was collected by filtration, dried, and chromatographed on 250 g silica gel to give 12.5 g (40%) of pale yellow solid, m.p. 64°-66° C. (after recrystallization from 2-propanol).

Aufarbeitung

  1. customat ambient temperature
  2. customfor several days
  3. filtrationThe solid was collected by filtration
  4. customdried
  5. customchromatographed on 250 g silica gel
  6. customto give
  7. custom12.5 g (40%) of pale yellow solid, m.p. 64°-66° C. (after recrystallization from 2-propanol)

Quellen und Nachweise

ORD-Eintrag
ord-20740d0113b34d2cb3f23e4fdf7a12ed
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04898874

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