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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665441Generated: October 30, 2026

Tetrahydrofuran → HCID 13765240, compound

https://huagongshe.com/reaction/1665441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant3-Chloro-2-methyl-1-propeneHCID 11241—
Reactant1-Bromo-4-ethylbenzeneHCID 15313—
ReactantSodium SulfateHCID 24436—
ReactantAmmonium ChlorideHCID 25517—
ReactantMagnesiumHCID 5462224—
CatalystIodide IonHCID 30165—
CatalystCopper iodideHCID 83717—
ProductHCID 13765240HCID 13765240—

Reaction Steps

Under nitrogen atmosphere, tetrahydrofuran (KANTO, 8.1 mL) was added to magnesium (WAKO, 263 mg) and iodide (WAKO, 1 mg), followed with addition of tetrahydrofuran (KANTO, 5.5 mL) solution comprising 1-bromo-4-ethylbenzene (TCI, 2.0 g). The mixture was stirred at room temperature for 30 minutes. The reaction solution was cooled to 0° C. and added with copper iodide (WAKO, 205 mg) and 3-chloro-2-methyl-1-propene (WAKO, 1.32 mL) followed by stirring at room temperature for 1 hour and 30 minutes. The reaction solution was cooled and added with saturated ammonium chloride solution, and further added with sodium sulfate. The reaction mixture was filtered, and concentrated under reduced pressure to obtain a crude product, which was then purified by silica gel column chromatography to obtain the target compound (500 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039514B2
Source datasetuspto-grants-2011_10
ORD IDord-68679f2e96e84f699064be164b03f55a
Source noteuspto-grants-2011_10