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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 611160Generated: November 1, 2026

Triethylamine → HCID 19600196, compound

https://huagongshe.com/reaction/611160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant4-(4-chlorobenzoyl)benzoic acidHCID 233839—
Reactant4,5,6,7-Tetrahydrofuro[2,3-c]pyridine hydrochlorideHCID 19599907—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 19600196HCID 19600196—

Reaction Steps

To a solution of 0.160 g (1.000 mmol) of 4,5,6,7-tetrahydrofuro[2,3-c]pyridine hydrochloride, 0.287 g (1.1 mmol) of 4-(4-chlorobenzoyl)benzoic acid and 0.55 ml (4.0 mmol) of triethylamine in 30 ml of dichloromethane, 0.24 g (1.5 mmol) of diethyl cyanophosphonate was added dropwise under ice-cooling, followed by overnight stirring at room temperature. The reaction mixture was poured into water and extracted with dichloromethane 2 times. The combined organic layer was washed with water and 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=4/1). The resulting product was recrystallized from hexane-methanol to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998433
Source datasetuspto-grants-1999_12
ORD IDord-2b8864cdecf74a9cace6396e507dc17a
Source noteuspto-grants-1999_12