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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1106291Generated: October 31, 2026

Chloride → 4-Hydroxy-4-n-propyl-1-octyne

https://huagongshe.com/reaction/1106291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantSulfuric AcidHCID 1118—
ReactantPropargyl bromideHCID 7842—
ReactantOctan-4-oneHCID 11516—
ReactantMagnesiumHCID 5462224—
SolventBenzeneHCID 241—
SolventDiethyl EtherHCID 3283—
Product4-Hydroxy-4-n-propyl-1-octyneHCID 20553970—

Reaction Steps

14 Grams of powdered (50 mesh) magnesium metal is suspended in 80 ml of ether and activated by addition of 200 mg of mercurie chloride. A solution of 38.4 g of 4-octanone and 36.6 g of propargyl bromide in 120 ml of ether and 50 ml of benzene is added dropwise at a rate which produced a gentle reflux. After the addition is complete, the reaction mixture is stirred for several hours and is then poured into 500 ml of cold 5% sulfuric acid. The organic layer is separated, washed with water twice, dried over sodium sulfate and stripped of solvent. The residue is distilled under vacuum to give the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04312994
Source datasetuspto-grants-1982_01
ORD IDord-3631add237dc47319ce4aa6a8c7e4bdb
Source noteuspto-grants-1982_01