반응 #45008

반응 방정식

ethyl (E)-3-(2-furyl)prop-2-enoate

→

ethyl 3-(2-furyl)propanoate

용매

ethanol

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction was stirred under hydrogen for an additional 95 mins
2. 2
   여과The reaction was filtered
3. 3
   기타evaporated under reduced pressure
4. 4
   기타The crude product was purified by silica column chromatography
5. 5
   세척eluting with 20% ethyl acetate in hexanes
6. 6
   기타The desired fractions were evaporated under reduced pressure

실험 절차

A cis/trans mixture of ethyl (E)-3-(2-furyl)prop-2-enoate (15.5 g, 93.27 mmol, 1 eq) was stirred in ethanol (120 ml) containing 10% palladium on charcoal (775 mg, 5% by w). The reaction mixture was stirred under hydrogen for 4 h. A further quantity of 10% Pd/C (775 mg, 5% by w) was added. The reaction was stirred under hydrogen for an additional 95 mins. The reaction was filtered and evaporated under reduced pressure. The crude product was purified by silica column chromatography eluting with 20% ethyl acetate in hexanes. The desired fractions were evaporated under reduced pressure and ethyl 3-(2-furyl)propanoate was obtained as a clear oil (3.69 g, 24% yield).

출처