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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423286Generated: November 2, 2026

Furfural → HCID 86709730, compound

https://huagongshe.com/reaction/1423286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFurfuralHCID 7362—
ReactantDiethyl CarbonateHCID 7766—
ReactantDiisopropylamineHCID 7912—
ReactantTetrahydrofuranHCID 8028—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
ProductHCID 86709730HCID 86709730—

Reaction Conditions

Temperature-60 °C

Reaction Steps

In the next step, n-butyllithium (2.15 equivalents) in hexane was cooled to −70° C. and diisopropylamine (2.25 equivalents) was added while keeping the temperature below −60° C. Compound 1″ (1 equivalent) dissolved in tetrahydrofuran (THF) was added over 30 min at −70° C. After 10 min, diethyl carbonate (1.05 equivalents) dissolved in THF was added over 30 min keeping the reaction temperature below −60° C. After stirring for one hour at −60° C., the reaction was allowed to warm to 15° C. and furan-2-carbaldehyde (1.3 equivalents) dissolved in THF was added. After stirring for 20 hrs at room temperature, the reaction was rotary evaporated to dryness to yield ethyl 2-((1,3-dioxolan2-yl)methyl-3-(furan-2-yl)acrylate, compound 5″. Crude compound 5″ was used directly in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927574B2
Source datasetuspto-grants-2015_01
ORD IDord-a8e448aa52fe48dc929b21cd0443c0c4
Source noteuspto-grants-2015_01