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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 977052Generated: October 29, 2026

Diethyl Ether → HCID 21464340, compound

https://huagongshe.com/reaction/977052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantHCID 21464400HCID 21464400—
SolventAcetonitrileHCID 6342—
ProductHCID 21464340HCID 21464340—

Reaction Steps

Trimethylsilyl chloride (2.2 g, (0.18 mmol) and sodium iodide (2.7 g, 0.18 mmol) were added to a solution of 3.6 g (0.15 mmol) of t-butyl N-(4-ethyl-2-fluoro-3-pyridyl)carbamate in 50 mL of dry acetonitrile with stirring at ambient temperature. After 2 hours the mixture was poured into ether and the resulting solution was washed with dilute aqueous sodium bisulfite, dried over magnesium sulfate, and filtered. The liltrate was concentrated by evaporation under reduced pressure to obtain an oil. This oil was purified by column chromatography to obtain 1.6 g (76 percent of theory) of the title compound as a gold oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05614469
Source datasetuspto-grants-1997_03
ORD IDord-126e53e929b8402aa3c26dc83a21c580
Source noteuspto-grants-1997_03