Acetic Acid → 5-[7-(4-Carboxyphenoxy)heptyl]-3-methylisoxazole

HRID 544610Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 544610
C(C1[CH:22]=[CH:21][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[O:19][N:18]=[C:17]([CH3:20])[CH:16]=2)=[CH:5][CH:4]=1)#N.Cl.[C:24]([OH:27])(=[O:26])[CH3:25]>O>[C:24]([C:25]1[CH:22]=[CH:21][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[O:19][N:18]=[C:17]([CH3:20])[CH:16]=2)=[CH:5][CH:4]=1)([OH:27])=[O:26]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 52712085-[7-(4-Cyanophenoxy)heptyl]-3-methylisoxazole

Produkt 1

HCID 52712095-[7-(4-Carboxyphenoxy)heptyl]-3-methylisoxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 3.0 g (0.01 mole) of 5-[7-(4-cyanophenoxy)heptyl]-3-methylisoxazole (Example 5), 20 ml of 20% aqueous hydrochloric acid and 20 ml of glacial acetic acid was heated at reflux for 19 hours. The reaction mixture was cooled, 20 ml of water added, and the solid product collected by filtration to give 3.0 g of 5-[7-(4-carboxyphenoxy)heptyl]-3-methylisoxazole as a colorless solid, m.p. 129°-130° C.; MIC vs. rhinovirus Type 2 in vitro=10 μg/ml.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 19 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationthe solid product collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-707ade732cdf4e6d862277323e126b53
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04451476

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