m-Chloroperbenzoic acid → 3-(4-(Oxiran-2-yl)phenyl)-5-(5-phenyl-4-propylisoxazol-3-yl)-1,2,4-oxadiazole

HRID 1948465Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1948465
[C:1]1([C:7]2[O:11][N:10]=[C:9]([C:12]3[O:16][N:15]=[C:14]([C:17]4[CH:22]=[CH:21][C:20]([CH:23]=[CH2:24])=[CH:19][CH:18]=4)[N:13]=3)[C:8]=2[CH2:25][CH2:26][CH3:27])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=C(Cl)C=C(C(OO)=[O:36])C=1>C(Cl)Cl>[O:36]1[CH2:24][CH:23]1[C:20]1[CH:19]=[CH:18][C:17]([C:14]2[N:13]=[C:12]([C:9]3[C:8]([CH2:25][CH2:26][CH3:27])=[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[O:11][N:10]=3)[O:16][N:15]=2)=[CH:22][CH:21]=1

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 583740935-(5-Phenyl-4-propylisoxazol-3-yl)-3-(4-vinylphenyl)-1,2,4-oxadiazole

Produkt 1

HCID 583741323-(4-(Oxiran-2-yl)phenyl)-5-(5-phenyl-4-propylisoxazol-3-yl)-1,2,4-oxadiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of 5-(5-phenyl-4-propylisoxazol-3-yl)-3-(4-vinylphenyl)-1,2,4-oxadiazole (4.64 g, 12.97 mmol) in DCM (500 mL) was added m-CPBA (9 g, 52.2 mmol). The reaction mixture was stirred overnight at room temperature. Next, the reaction mixture was washed with 1N NaOH. The organic layer was dried with MgSO4, filtered, and concentrated to yield Preparation 1B. MS (m+1)=374. HPLC Peak RT=4.36 minutes (Analytical Method A).

Aufarbeitung

  1. washNext, the reaction mixture was washed with 1N NaOH
  2. dry with materialThe organic layer was dried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto yield

Quellen und Nachweise

ORD-Eintrag
ord-0fd2d1329be84b628a8f2dc163235bd6
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399451B2

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