반응 #56380

반응 방정식

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

용매

methylene chloride

DMF

반응 조건

후처리

1. 1
   여과filtered
2. 2
   추출extracted with water
3. 3
   추출The aqueous phase is extracted with ether
4. 4
   세척The combined organic phases are washed with saturated aqueons sodium
5. 5
   건조water and saturated aqueous sodium chloride, dried over calcium sulfate and solvent
6. 6
   기타evaporated
7. 7
   기타The crude product is chromatographed on a rotary chromatograph
8. 8
   세척eluting with ether/hexane

실험 절차

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.

출처