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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192481Generated: November 3, 2026

Ethyl Acetate → HCID 67249110, compound

https://huagongshe.com/reaction/1192481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTrimethylphosphineHCID 68983—
ReactantHCID 86656168HCID 86656168—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67249110HCID 67249110—

Reaction Steps

To a stirred solution of 7-(1-azidoethyl)-8-(2-fluorophenyl)quinoline (0.033 g, 0.11 mmol) in tetrahydrofuran (0.3 mL) and water (0.0813 mL) was added 1.00 M trimethylphosphine in tetrahydrofuran (0.135 mL, 0.135 mmol) at room temperature and the mixture was stirred at room temperature for 1 hour. To the mixture was added ethyl acetate and the mixture was extracted with 1 N HCl twice. The combined extracts were neutralized with solid sodium bicarbonate, and extracted with dichloromethane. The combined organic layers were washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue had two peaks with the same desired mass and was used directly in next step (25 mg, 83%). LCMS calculated for C17H16FN2(M+H)±: m/z=267.1; found: 267.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-57ccbf967241424e88c48de46c354951
Source noteuspto-grants-2014_03