Reaktion #56374

ord-2bb22a05aa2143428a6ddfc8b696f31a

Reaktionsgleichung

CS(=O)(=O)OC(C#N)c1ccc(F)c(Oc2ccccc2)c1
α-cyano-4-fluoro-3-phenoxybenzyl methanesulfonate
CC1(C)C(Oc2ccc(Cl)cc2)C1C(=O)O
3-(4-chlorophenoxy)-2,2-dimethylcyclopropanecarboxylic acid
O=C([O-])O.[K+]
potassium bicarbonate
CC1(C)C(Oc2ccc(Cl)cc2)C1C(=O)OC(C#N)c1ccc(F)c(Oc2ccccc2)c1
α-cyano-4-fluoro-3-phenoxybenzyl 3-(4-chlorophenoxy)-2,2-dimethylcyclopropanecarboxylate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwashed with water (3×) and sat. NaCl
  2. 2
    Sonstigedried
  3. 3
    Sonstigesolvent is removed
  4. 4
    SonstigeThe crude product is purified by prep

Vorschrift

3-(4-chlorophenoxy)-2,2-dimethylcyclopropanecarboxylic acid (0.82 g, 3.40 mmol) is stirred together with 0.34 g (3.40 mmol) potassium bicarbonate in 10 ml THF/DMF (1:1) for 15 minutes. Then 1.0 g (3.40 mmol) α-cyano-4-fluoro-3-phenoxybenzyl methanesulfonate in 5 ml THF/DMF (1:1) is added and the mixture stirred for approximately 48 hours. The reaction is diluted with ether, washed with water (3×) and sat. NaCl, dried and solvent is removed. The crude product is purified by prep. TLC developing with 10% ethyl acetate/hexane to yield α-cyano-4-fluoro-3-phenoxybenzyl 3-(4-chlorophenoxy)-2,2-dimethylcyclopropanecarboxylate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04225533uspto-grants-1980_09