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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192469Generated: November 1, 2026

Ethyl Acetate → HCID 67301966, compound

https://huagongshe.com/reaction/1192469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTrimethylphosphineHCID 68983—
ReactantHCID 86656161HCID 86656161—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67301966HCID 67301966—

Reaction Steps

To a stirred solution of 5-(1-azidoethyl)-4-(3-fluorophenyl)-2-methyl-1,3-benzothiazole (0.088 g, 0.28 mmol) in tetrahydrofuran (0.8 mL) and water (0.203 mL) was added 1.00 M of trimethylphosphine in tetrahydrofuran (0.338 mL, 0.338 mmol) at room temperature and the mixture was stirred at room temperature for 1 hour. To the mixture was added EtOAc and the mixture was extracted with 1 N HCl two times. 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, showing two peaks with the same desired mass, was used directly in next step (74 mg, 91%). LCMS calculated for C16H16FN2S(M+H)+: m/z=287.1; found: 287.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-c06dd7f0266e464bb3a3b006077b8f74
Source noteuspto-grants-2014_03