Methanol → HCID 54565608, Verbindung

HRID 1288695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1288695
Br[CH:2]([C:11]1[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][C:12]=1[Cl:21])[C:3]1[CH:4]=[N:5][O:6][C:7]=1[CH:8]1[CH2:10][CH2:9]1.[CH3:22][OH:23]>C1(C)C=CC=CC=1>[CH3:22][O:23][CH:2]([C:11]1[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][C:12]=1[Cl:21])[C:3]1[CH:4]=[N:5][O:6][C:7]=1[CH:8]1[CH2:10][CH2:9]1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 18924611HCID 18924611, Verbindung

Produkt 1

HCID 54565608HCID 54565608, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 4-[bromo-(2-chloro-4-methanesulphonylphenyl)methyl]-5-cyclopropylisoxazole (2.5 g) and methanol (2.0 ml) in toluene was stirred at reflux for 16 hours. The resultant solution was evaporated to dryness and the residue was dissolved in ethyl acetate. This solution was washed with water, dried (MgSO4), and filtered. The filtrate was evaporated to dryness. The residue was purified by chromatography on silica eluted with ethyl acetate and petroleum ether to give 4-[methoxy-(2-chloro-4-methanesulphonylphenyl)methyl]-5-cyclopropylisoxazole (compound 307, 1.40 g) as a colourless oil, NMR: (CDCl3) 1.0(4H,m), 2.1 (1H,m), 3.0(3H,s), 3.3(3H,s), 5.6(1H,s), 7.9(4H,m).

Aufarbeitung

  1. temperatureat reflux for 16 hours
  2. customThe resultant solution was evaporated to dryness
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThis solution was washed with water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness
  8. customThe residue was purified by chromatography on silica
  9. washeluted with ethyl acetate and petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-6308dce326a54e1d847d6250cc7a947a
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05747424

Notizen zur Reaktion

Wird geladen…