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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1518567Generated: November 4, 2026

Water → 1-Hexylcycloprop-1-ene

https://huagongshe.com/reaction/1518567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantO-XyleneHCID 7237—
ReactantTetrabutylammonium Fluoride TrihydrateHCID 11726816—
SolventDimethyl SulfoxideHCID 679—
Product1-Hexylcycloprop-1-eneHCID 22621652—

Reaction Steps

In situ, 0.586 g (2.0 mmol) of (trans)-1-hexyl-1-(methane sulfonyloxy)-2-(trimethylsilyl)cyclopropane of Preparation Example 9 was dissolved in 2.0 ml of DMSO, 0.94 g of Bu4NF.3H2O was added thereto and the resulting mixture was vigorously stirred at room temperature for one hour. 8.0 ml of xylene and 5.0 ml of water were added to the reaction solution and vigorously stirred for 5 minutes and stood. When the mixture was separated into a xylene layer (upper layer) and an aqueous layer (lower layer), only the xylene layer was collected and the aqueous layer was discarded. 1.0 g of sodium dodecylbenzenesulfonate and 1.0 g of tristyrenylphenykethoxy)12ethanol were added to the xylene layer, stirred for 5 minutes, 2.0 L of water was added thereto and the resulting mixture was slowly stirred such that it was homogeneously mixed. As a result, a 1.0 mM 1-hexylcyclopropene formulation was prepared. This solution was diluted to 1 to 100 times prior to use, as necessary.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09072293B2
Source datasetuspto-grants-2015_07
ORD IDord-786126f9c5ea408384c97e7b08a663a8
Source noteuspto-grants-2015_07