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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68011Generated: October 25, 2026

Sulfuric Acid → 1-Octyn-3-ol, 3,6-dimethyl-

https://huagongshe.com/reaction/68011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant5-Methyl-2-heptanoneHCID 28965—
ReactantHCID 178462451HCID 178462451—
SolventTetrahydrofuranHCID 8028—
Product1-Octyn-3-ol, 3,6-dimethyl-HCID 17424493%

Reaction Steps

128 g (1 mole) of 5-methyl-heptan-2-one are added in the course of 1 hour, with stirring, to 1 liter of a 1.1 molar solution of ethynyl-magnesium chloride in tetrahydrofuran at 10° C. After allowing about a further hour's reaction, the mixture is worked up. To do so, 2 N sulfuric acid is added, whilst cooling with ice, until two clear phases are present. The organic phase is then separated off and washed neutral with water, if necessary, and the tetrahydrofuran is distilled off at 50° C./67 mbar. The residue is subjected to fractional distillation. 143 g of main fraction, boiling at 50°-52° C./0.01 mbar, are obtained; nD25 =1.4411. This corresponds to a yield of 93%. Scent: predominantly floral, woody, herbal, minty with a spicy, slightly animal after-scent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04347388
Source datasetuspto-grants-1982_08
ORD IDord-ec909e227fbe440faa5cc39a5bd828a5
Source noteuspto-grants-1982_08