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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930758Generated: October 31, 2026

Tetrahydrofuran → HCID 25114168, compound

https://huagongshe.com/reaction/1930758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantEthynyltributyltinHCID 621176—
Reactant2-((4-(2-Nitroethyl)benzyl)oxy)pyridineHCID 58076266—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 25114168HCID 25114168100.2%

Reaction Steps

To a tetrahydrofuran solution (90 mL) of tri-n-butylethynyl tin (3 g), the 2-(4-(2-nitro-ethyl)-benzyloxy)-pyridine (4.9 g) described in Manufacturing Example 1-1-4 and 4-dimethylaminopyridine (116 mg) was added a tetrahydrofuran solution (30 mL) of di-tert-butyl dicarbonate (7.3 g), which was stirred at room temperature for 15 hours. Ethyl acetate and water were added to the mixture. The organic layer was isolated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was adsorbed on silica gel, and purified by silica gel column chromatography (heptane:ethyl acetate=4:1) to obtain the title compound (5.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188119B2
Source datasetuspto-grants-2012_05
ORD IDord-369247a5a36f479ea135161ccd8ccd93
Source noteuspto-grants-2012_05