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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 992664Generated: October 31, 2026

Tetrahydrofuran → Butyl ether

https://huagongshe.com/reaction/992664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant(Chloromethyl)cyclopropaneHCID 80013—
ReactantMagnesiumHCID 5462224—
SolventDiethyl EtherHCID 3283—
ProductButyl etherHCID 8909—

Reaction Steps

In another method, the organosilicon compound catalyst system component (C) is obtained by the reaction of a monocycloalkyltrialkoxysilane (i.e., mono(cyclopropyl)methyl-, mono(cyclobutyl)methyl-, mono(cyclopentyl)methyl-, mono(cyclohexyl)methyl-, mono(cycloheptyl)methyl-trialkoxysilane) with a (cycloalkyl)methyl Grignard reagent. For example, (cyclopropyl)chloromethane is first reacted with magnesium in the presence of a solvent, e.g., an ether such as tetrahydrofuran, diethyl ether, or di-n-butyl ether, to yield a (cyclopropyl)methyl Grignard reagent ((cyclopropyl)methyl magnesium chloride). This reaction may be carried out at a temperature from about room temperature to about 60° C. The (cyclopropyl)methyl Grignard reagent is then reacted with (cyclopropyl)methyl trimethoxysilane to obtain bis{(cyclopropyl)methyl}dimethoxysilane; this reaction may be conducted in the presence of an ether such as tetrahydrofuran, diethyl ether, or di-n-butyl ether, or in the presence of an aliphatic hydrocarbon solvent such as hexane or heptane or an aromatic hydrocarbon solvent such as toluene, benzene, or xylene. This reaction may be carried out at a temperature from about 50° C. to about 200° C., preferably at a temperature from about 100° C. to about 200° C. or at a temperature from about 100° C. to about 200° C. under boiling or refluxing of the solvent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06469112B2
Source datasetuspto-grants-2002_10
ORD IDord-3b6c40aa28a049499c6406c6c55227d9
Source noteuspto-grants-2002_10