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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842117Generated: November 3, 2026

Water → HCID 561798, compound

https://huagongshe.com/reaction/1842117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrimethylsulfonium iodideHCID 75127—
ReactantBenzyl glycidyl etherHCID 94247—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 561798HCID 561798—

Reaction Steps

A 2.64 M solution of n-butyllithium in hexane (35.7 mL) was added to a solution of trimethylsulfonium iodide (19.9 g) in tetrahydrofuran (300 mL) at −25° C. The mixture was stirred at the same temperature for 30 minutes. Benzyl glycidyl ether (5.00 mL) was added to the reaction solution at the same temperature, and then the mixture was warmed to room temperature over two hours and 50 minutes. Water was added to the reaction solution, followed by extraction with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate. The drying agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (6.98 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946211B2
Source datasetuspto-grants-2015_02
ORD IDord-d4defe5e3fa54f9da523e5a4bdf05e46
Source noteuspto-grants-2015_02