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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744897Generated: November 1, 2026

2(5H)-Furanone → Biphenyl

https://huagongshe.com/reaction/1744897

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(5H)-FuranoneHCID 10341—
Reactant4-Phenyl-2,3-dihydroxy-2-buten-4-olideHCID 54676634—
ReactantD-erythro-hex-2-enonic acid, gamma-lactoneHCID 54676860—
Reactant4-(4-Chlorophenyl)-2-hydroxytetronic acidHCID 54711228—
Reactant3,4-dihydroxy-5-(4'methylpropylphenyl)-2(5H)-furanoneHCID 86585971—
ProductBiphenylHCID 7095—

Reaction Steps

Non-limiting examples of known compounds useful for the present invention wherein one R (R1) is H and the other (R2) is a substituted or unsubstituted phenyl group include 3,4-dihydroxy-5-phenyl-2(5H)-furanone (sometimes called 4-phenyl-2-hydroxytetronic acid); 3,4-dihydroxy-5-(4′-chlorophenyl)-2(5H)-furanone (sometimes called 4-(4′-chlorophenyl)-2-hydroxytetronic acid); 3,4-dihydroxy-5-(1′,2′-dihydroxyethyl)-2(5H)-furanone (sometimes called 4-dihydroxyethyl-2-hydroxytetronic acid); 3,4-dihydroxy-5-(4′methylpropylphenyl)-2(5H)-furanone; and 3,4-dihydroxy-5-[4-(5-methylfur)-2-yl)phenyl]-2(5H)-furanone. As mentioned above, a subgroup bearing these substituents include compounds wherein R1 is H and R2 is a phenyl bearing another phenyl, forming a biphenyl, such as 3,4-dihydroxy-5-(1,1′-biphenyl)-2(5H)-furanone (sometimes called 4-biphenyl-2-hydroxytetronic acid); 3,4-dihydroxy-5-(4″-chlorobiphenyl)-2(5H)-furanone (sometimes called 4-chloro-biphe-nyl)-2-hydroxytetronic acid); 3,4-dihydroxy-5-[(4′-nitro-1,1′-biphenyl)-4-yl]-2(5H)-furanone; 3,4-dihydroxy-5-[(4′-methyl-1,1′-biphenyl)-4-yl]-2(5H)-furanone; 3,4-dihydroxy-5-[(2′,4′-dimethyl-1,1′-biphenyl)-4-yl]-2(5H)-furanone; 3,4-dihydroxy-5-[(3′,4′-dimethyl-1,1′-biphenyl)-4-yl]-2(5H)-furanone; and 3,4-dihydroxy-5-[(4′-meth-oxy-1,1′-biphenyl)-4-yl]-2(5H)-furanone. In another subgroup of compounds, R1 is H and R2 is a phenyl substituted with a heteroaromatic (furyl or pyridyl) group such as, for example, 3,4-dihydroxy-5-[4-(5-methylfur)-2-yl)phenyl]-2(5H)-furanone; 3,4-dihydroxy-5-[4-(5-methylpyrid)-2-yl)phenyl]-2(5H)-furanone; 3,4-dihydroxy-5-[4-(3-methylpyrid)-2-yl)phenyl]-2(5H)-furanone; 3,4-dihydroxy-5-[4-(4-methylpyrid)-2-yl)phenyl]-2(5H)-furanone; 3,4-dihydroxy-5-[4-(4-methylpyrid)-3-yl)phenyl]-2(5H)-furanone; 3,4-dihydroxy-5-[4-(5-methylpyrid)-3-yl)phenyl]-2(5H)-furanone; and 3,4-dihydroxy-5-[4-(2-methylpyrid)-3-yl)phenyl]-2(5H)-furanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07019029B2
Source datasetuspto-grants-2006_03
ORD IDord-0650d3756b814872a3cddb084a0729bc
Source noteuspto-grants-2006_03