Hydrochloric Acid → 3-Ethylcarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole

HRID 4897

Reaktionsgleichung

Reaktionsgleichung von HRID 4897
C(O[C:4]([C:6]1[N:10]=[C:9]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[O:8][N:7]=1)=[O:5])C.[CH2:21]([Mg]Br)[CH3:22].Cl>O1CCCC1>[CH2:21]([C:4]([C:6]1[N:10]=[C:9]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[O:8][N:7]=1)=[O:5])[CH3:22]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 197971323-Ethoxycarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazoleHCID 178418443HCID 178418443, Verbindung

Produkt 1

HCID 197971233-Ethylcarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazoleAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

0.95 g of 3-ethoxycarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole was added to 30 ml of tetrahydrofuran. The mixture was cooled to -78° C., and then 3 ml of ethylmagnesium bromide (2M solution) was added dropwise. After the mixture was stirred at -78° C. for 1 hour, it was poured into cold aqueous 5% HCl solution. After the resulted product was extracted with ether and concentrated, it was purified by column chromatography(hexane:ethylacetate=4:1) to obtain 0.75 g of the desired product(yield: 83.0%).

Aufarbeitung

  1. extractionAfter the resulted product was extracted with ether
  2. concentrationconcentrated
  3. customit was purified by column chromatography(hexane:ethylacetate=4:1)

Quellen und Nachweise

ORD-Eintrag
ord-e5bfa70b33c24bb5b62e1dfb336704c5
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05242890

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