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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612308Generated: October 30, 2026

5-(Methoxycarbonyl)furan-2-carboxylic acid → 5-(Methoxycarbonyl)oxolane-2-carboxylic acid

https://huagongshe.com/reaction/612308

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Methoxycarbonyl)furan-2-carboxylic acidHCID 11435181—
ReactantHCID 178418361HCID 178418361—
CatalystRhodiumHCID 23948—
SolventEthyl AcetateHCID 8857—
Product5-(Methoxycarbonyl)oxolane-2-carboxylic acidHCID 13425804100.2%

Reaction Steps

A mixture of furan-2,5-dicarboxylic acid monomethyl ester (1.95 g) and 5% rhodium on carbon (400 mg) in ethyl acetate (50 ml) was hydrogenated until hydrogen uptake ceased. The catalyst was filtered off and washed with ethyl acetate. The combined filtrates were evaporated to give (2.00 g) of the title compound: νmax (film) 3170, 1765 and 1720 cm-1 ; δH (CDCl3) 1.95-2.65 (4 H, m), 3.85 (3 H, s) and 4.55-4.8 (2 H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06001997
Source datasetuspto-grants-1999_12
ORD IDord-602f631583b54b2b8b57e542c2de374a
Source noteuspto-grants-1999_12