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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 865867Generated: October 30, 2026

Tetrahydrofuran → HCID 54189771, compound

https://huagongshe.com/reaction/865867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantIodide IonHCID 30165—
ReactantHCID 178418336HCID 178418336—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDiethyl EtherHCID 3283—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 54189771HCID 5418977199%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 1.5 g (4.26 mmol) of the Example 35, Part B iodide in 10 mL of THF at 0° C. was added 12.9 mL (25.8 mmol) of benzylmagnesium chloride in THF (purchased from Aldrich Chemical) followed by 10 mg (catalyst) of copper (I) iodide. The reaction was stirred at 0° C. for 1 h, and at room temperature for 3 h. The reaction was diluted with ether and aqueous NH4Cl solution. The organic fraction was washed with water and brine, dried (MgSO4) and concentrated to provide 2.70 g of a crude oil. The oil was purified by flash chromatography (250 g of silica gel) eluting with 8:2 ethyl acetate/hexane to provide 1.10 g (99%) of title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05567841
Source datasetuspto-grants-1996_10
ORD IDord-3484bb354e8047f18b33d66e787eeeca
Source noteuspto-grants-1996_10