Reaktion #46181

ord-e843f72fe235471d8175384cfbb0c682

Reaktionsgleichung

[Na+].[OH-]
Sodium hydroxide
N#CCc1ccc2c(c1)OC(F)(F)O2
(2,2-difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile
ClCCBr
1-bromo-2-chloroethane
N#CC1(c2ccc3c(c2)OC(F)(F)O3)CC1
1-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate
  2. 2
    TrocknenThe combined organic layers were dried over sodium sulfate
  3. 3
    Sonstigeevaporated to dryness

Vorschrift

Sodium hydroxide (50% aqueous solution, 10 mL) was slowly added to a mixture of crude (2,2-difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile, benzyltriethylammonium chloride (3.00 g, 15.3 mmol), and 1-bromo-2-chloroethane (4.9 g, 38 mmol) at 70° C. The mixture was stirred overnight at 70° C. before the reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and evaporated to dryness to give crude 1-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile, which was used directly in the next step.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07741321B2uspto-grants-2010_06