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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041865Generated: November 1, 2026

Ammonium Chloride → 6-Methylhept-3-yn-1-ol

https://huagongshe.com/reaction/2041865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Methyl-1-pentyneHCID 138948—
ReactantEthylene oxide tetrahydrofuranHCID 21868110—
ReactantHCID 178420675HCID 178420675—
SolventTetrahydrofuranHCID 8028—
Product6-Methylhept-3-yn-1-olHCID 71418193—

Reaction Steps

22 ml of dry tetrahydrofuran and 25 ml of a 1 Methyl magnesium bromide tetrahydrofuran solution were added to a nitrogen-substituted flask, and thereafter, 2.9 ml of 4-methylpentine was slowly added dropwise to the mixed solution. The obtained solution was stirred at a room temperature for 1 hour, and thereafter, 25 ml of a 1.1 M ethylene oxide tetrahydrofuran solution was slowly added dropwise to the reaction solution at a room temperature. The obtained solution was further stirred at a room temperature overnight. Thereafter, 100 ml of a saturated ammonium chloride aqueous solution was added to the reaction solution, and the obtained solution was then extracted with 100 ml of diethyl ether twice. It was dried over magnesium sulfate. The magnesium sulfate was filtrated, and the organic layer was then concentrated. The generated alcohol was directly used in the subsequent reaction (yield: 3.78 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586505B2
Source datasetuspto-grants-2013_11
ORD IDord-ba21869fa5ba4d218ff0367517933c48
Source noteuspto-grants-2013_11