Reaktion #56380

Reaktionsgleichung

α-cyano-4-fluoro-3-phenoxybenzyl alcohol

3-(n-pentyloxy)-2,2-dimethylcyclopropanecarboxylic acid

N,N'-dicyclohexylcarbodiimide

→

α-cyano-4-fluoro-3-phenoxybenzyl 3-(n-pentyloxy)-2,2-dimethylcyclopropanecarboxylate

Lösungsmittel

methylene chloride

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered
2. 2
   Extraktionextracted with water
3. 3
   ExtraktionThe aqueous phase is extracted with ether
4. 4
   WaschenThe combined organic phases are washed with saturated aqueons sodium
5. 5
   Trocknenwater and saturated aqueous sodium chloride, dried over calcium sulfate and solvent
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe crude product is chromatographed on a rotary chromatograph
8. 8
   Wascheneluting with ether/hexane

Vorschrift

To a stirred solution of α-cyano-4-fluoro-3-phenoxybenzyl alcohol (437 mg., 1.8 mmol), 3-(n-pentyloxy)-2,2-dimethylcyclopropanecarboxylic acid (2.0 mmol) and 4-dimethylaminopyridine (0.65 mmol) in 20 ml of methylene chloride and 2 ml of DMF is added N,N'-dicyclohexylcarbodiimide (2 mmol). The reaction mixture is stirred, under nitrogen, for about two hours and then filtered and extracted with water. The aqueous phase is extracted with ether. The combined organic phases are washed with saturated aqueons sodium bocarbonate, water and saturated aqueous sodium chloride, dried over calcium sulfate and solvent evaporated. The crude product is chromatographed on a rotary chromatograph eluting with ether/hexane to yield α-cyano-4-fluoro-3-phenoxybenzyl 3-(n-pentyloxy)-2,2-dimethylcyclopropanecarboxylate.

Quelle