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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 611180Generated: November 2, 2026

Triethylamine → HCID 19599920, compound

https://huagongshe.com/reaction/611180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
Reactant4-Benzoylbenzoic acidHCID 69147—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant4,5,6,7-Tetrahydrofuro[2,3-c]pyridine hydrochlorideHCID 19599907—
SolventDichloromethaneHCID 6344—
ProductHCID 19599920HCID 19599920—

Reaction Steps

To a solution of 0.264 g (1.654 mmol) of 4,5,6,7-tetrahydrofuro[2,3-c]pyridine hydrochloride, 0.41 g (1.8 mmol) of 4-benzoylbenzoic acid and 0.92 ml (6.6 mmol) of triethylamine in 30 ml of dichloromethane, 0.30 ml (2.0 mmol) of diethyl cyanophosphonate was added dropwise under ice-cooling, followed by overnight stirring at room temperature. This solution was poured into aqueous sodium hydroxide and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous sodium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=3/1 to 2/1) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998433
Source datasetuspto-grants-1999_12
ORD IDord-12409b81b93743c88f934c27d37b8024
Source noteuspto-grants-1999_12