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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858810Generated: November 1, 2026

Triethylamine → HCID 22126317, compound

https://huagongshe.com/reaction/1858810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(Z)-Benzaldehyde oximeHCID 12143—
ReactantChlorosuccinimideHCID 31398—
ReactantTetrahydro-2-(2-propynyloxy)-2H-pyranHCID 98609—
SolventDichloromethaneHCID 6344—
ProductHCID 22126317HCID 2212631769.5%

Reaction Steps

1.47 g (11 mmol) of N-chlorosuccinimide were added at -30° C. to a solution of 1.21 g of benzaldoxime in 10 ml of methylene chloride. After 2 hours a solution of 1.0 g of triethylamine and 1.4 g of (RS)-tetrahydro-2-(2-propynyloxy)-2H-pyran in 5 ml of methylene chloride was added dropwise. The reaction mixture was stirred at room temperature for 5 hours, the solvent was thereafter distilled off and, for purification, the crude product was chromatographed on silica gel using methylene chloride as the eluent. There were obtained 1.8 g of (RS)-3-phenyl-5-(tetrahydro-pyran-2-yloxymethyl)-isoxazole as a colourless liquid; MS: 259 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150526
Source datasetuspto-grants-2000_11
ORD IDord-ff387101bb2b4215a2836274805049dd
Source noteuspto-grants-2000_11