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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751947Generated: October 28, 2026

Water → 1,1-Bis(allyloxy)hexane

https://huagongshe.com/reaction/1751947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHexanalHCID 6184—
ReactantAllyl AlcoholHCID 7858—
ReactantHexaneHCID 8058—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
CatalystPotassium CarbonateHCID 11430—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
Product1,1-Bis(allyloxy)hexaneHCID 2056864589%

Reaction Conditions

Temperature10 °C

Reaction Steps

Hexanal (138 mL, 1.11 mol) and allyl alcohol (100 g, 1.72 mol) were dissolved in hexane (400 mL) under a nitrogen atmosphere. To the solution, magnesium sulfate (82.90 g, 0.69 mol) was added, and the mixture was stirred. This mixture was cooled to 10° C. or lower, and p-toluenesulfonic acid monohydrate (3.28 g, 0.017 mol) was added thereto. The reaction mixture was stirred at 15° C. or lower for 1 hour. To the reaction mixture, potassium carbonate (2.38 g) and water (400 mL) were added in this order. The mixture was stirred until insoluble matter was dissolved. An organic layer was separated and then washed with water (100 mL). The obtained organic layer was concentrated under reduced pressure, and the residue was distilled (approximately 25 mmHg, 110-118° C.) to obtain the title compound (151.20 g, yield: 89%, colorless oil substance).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162971B2
Source datasetuspto-grants-2015_10
ORD IDord-35a7a4fd348f436b8bd79ae4ef68e29a
Source noteuspto-grants-2015_10