تفاعل #56380

معادلة التفاعل

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

المذيبات

methylene chloride

DMF

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered
2. 2
   استخلاصextracted with water
3. 3
   استخلاصThe aqueous phase is extracted with ether
4. 4
   غسيلThe combined organic phases are washed with saturated aqueons sodium
5. 5
   تجفيفwater and saturated aqueous sodium chloride, dried over calcium sulfate and solvent
6. 6
   أخرىevaporated
7. 7
   أخرىThe crude product is chromatographed on a rotary chromatograph
8. 8
   غسيلeluting with ether/hexane

الإجراء التجريبي

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.

المصدر