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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673264Generated: October 30, 2026

Tetrahydrofuran → HCID 86618221, compound

https://huagongshe.com/reaction/1673264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 86618220HCID 86618220—
ReactantHCID 178418443HCID 178418443—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDiethyl EtherHCID 3283—
ProductHCID 86618221HCID 86618221—

Reaction Conditions

Temperature-10 °C

Reaction Steps

To 30 mg (0.16 mmol) copper(I)iodide in 2 ml THF at −30° C. are added 0.71 ml of a 3M ethyl magnesium bromid in diethyl ether. After 30 minutes at −30° C. 200 mg (0.54 mmol) {[2-methoxyphenyl][2-(trifluoromethyl)oxiranyl]methyl}naphthalene-5-amine in 0.5 ml THF are added. The reaction mixture is stirred for 2 hours while warmed to −10° C. and then poured into a saturated ammonium chloride solution. Phases are separated and the aqueous layer is extracted twice with ethyl acetate. The combined organic phases are washed with brine, died over sodium sulphate and evaporated. Flash chromatography on silica gel (ethyl acetate in hexane 10% to 50%) yields 12 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999108B2
Source datasetuspto-grants-2011_08
ORD IDord-aa12a2b749b74c349e4b9ede48fff599
Source noteuspto-grants-2011_08