Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389080Generated: October 31, 2026

Furfural → HCID 67088637, compound

https://huagongshe.com/reaction/389080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFurfuralHCID 7362—
ReactantDiethyl CarbonateHCID 7766—
ReactantDiisopropylamineHCID 7912—
ReactantTetrahydrofuranHCID 8028—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
ProductHCID 67088637HCID 67088637—

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 numberUS08378105B2
Source datasetuspto-grants-2013_02
ORD IDord-ce5d3fb5222a41f5b656b436dfc4ba27
Source noteuspto-grants-2013_02