반응 #9785

반응 방정식

tributylphosphine

ethyl(4-mercapto-2-methylphenoxy)acetate

{5-[4-(trifluoromethyl)phenyl]-3-furyl}methanol

→

title compound

ethyl{2-methyl-4-[({5-[4-(trifluoromethyl)phenyl]-3-furyl}methyl)thio]phenoxy}acetate

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   기타The solvent was evaporated
2. 2
   건조The organic phase was dried over magnesium sulfate
3. 3
   기타The product isolated
4. 4
   기타after evaporation of the solvent
5. 5
   기타was further purified by flash column chromatography

실험 절차

A solution of {5-[4-(trifluoromethyl)phenyl]-3-furyl}methanol (0.15 g) in tetrahydrofuran (15 ml) stirred at 0° C. was treated with tributylphosphine (0.2 ml), as solution of ethyl(4-mercapto-2-methylphenoxy)acetate (0.150 g) in tetrahydrofuran (2 ml) and finally azodicarbonyldimorpholide (0.204 g). The reaction was allowed to warm to ambient temperature and stirred for 18 hours. The solvent was evaporated and the residue subjected to an aqueous work up using ethyl acetate and water. The organic phase was dried over magnesium sulfate. The product isolated after evaporation of the solvent was further purified by flash column chromatography using a cyclohexane:ethyl acetate (5:1) as eluent to give the title compound.

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