Reaktion #4993

ord-e5bfa70b33c24bb5b62e1dfb336704c5

Reaktionsgleichung

CCOC(=O)c1noc(COc2ccc(Cl)cc2Cl)n1
3-ethoxycarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole
C[CH2][Mg][Br]
ethylmagnesium bromide
Cl
HCl
CCC(=O)c1noc(COc2ccc(Cl)cc2Cl)n1
desired product
Ausbeute 83.0%
CCC(=O)c1noc(COc2ccc(Cl)cc2Cl)n1
3-ethylcarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole
Ausbeute 83.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
-78°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionAfter the resulted product was extracted with ether
  2. 2
    Einengenconcentrated
  3. 3
    Sonstigeit was purified by column chromatography(hexane:ethylacetate=4:1)

Vorschrift

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%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05242890uspto-grants-1993_09