Furfural → HCID 71294210, compound

HRID 1398066Notes

Reaction equation

HRID 1398066 reaction equation
[CH:1](=[O:7])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.C1(=O)[O:13][C:11](=[O:12])[CH2:10][CH2:9]1>CC(C)=O>[O:7]=[C:1]([C:2]1[O:6][C:5]([CH:4]=[CH:3][C:2](=[O:6])[CH3:1])=[CH:4][CH:3]=1)[CH2:9][CH2:10][C:11]([OH:13])=[O:12].[O:7]=[C:1]([C:2]1[O:6][C:5]([CH2:4][CH2:3][C:2](=[O:6])[CH3:1])=[CH:4][CH:3]=1)[CH2:9][CH2:10][C:11]([OH:13])=[O:12]

Participants

5

Reactant 2

HCID 7362FurfuralHCID 7922Succinic anhydride

Product 2

HCID 71294210HCID 71294210, compoundHCID 78052028HCID 78052028, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Furfural, acetone, and succinic anhydride are reacted to form the starting compounds of either 4-oxo-4-(5-(3-oxobut-1-en-1-yl)furan-2-yl)butanoic acid or 4-oxo-4-(5-(3-oxobutyl)furan-2-yl)butanoic acid, according to a method described in U.S. Provisional Application No. 61/669,775, filed Jul. 10, 2012, entitled “Compounds and Methods for the Production of Long Chain Hydrocarbons From Biological Sources,” the entire disclosure of which is incorporated herein by reference. These species are then esterified with ethanol in the usual way to form ethyl 4-oxo-4-(5-(3-oxobut-1-en-1-yl)furan-2-yl)butanoate and ethyl 4-oxo-4-(5-(3-oxobutyl)furan-2-yl)butanoate.

Sources & evidence

ORD record
ord-abfb7eda34de4e47aa0e4f5652f0f69f
Source dataset
uspto-grants-2014_12
Patent number
US08901329B2

Reaction notes

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