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3-(tetrahydro-furan-3-yl)-propionic acid ethyl ester synthesis

4synthesis methods
2-PROPENOIC ACID, 3-(3-FURANYL)-, ETHYL ESTER

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3-(tetrahydro-furan-3-yl)-propionic acid ethyl ester

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Yield:-

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethanol; for 6 h;

Steps:

109.b

b) Ethyl (E)-3-(3-furyl)prop-2-enoate (11.88 g, 71.50 mmol, 1 eq) was stirred under a hydrogen balloon in ethanol (150 ml) containing 10% palladium on charcoal (1.2 g) for 6 hours. The reaction was filtered to remove the palladium residues and evaporated under reduced pressure. NMR suggested product and over reduced product. The crude product was combined with the product from a smaller scale reaction and purified by column chromatography using a silica column and eluting with hexane then 0-20% ethyl acetate/hexane. Desired fractions were combined and evaporated to afford ethyl 3-(oxolan-3-yl)propanoate as a clear oil. (6.46 g).

References:

US2008/4302,2008,A1 Location in patent:Page/Page column 111