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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978247Generated: October 29, 2026

(+-)-2-Butanol → HCID 10219549, compound

https://huagongshe.com/reaction/1978247

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-2-ButanolHCID 6568—
ReactantCyclohexanoneHCID 7967—
Reactant2-[Di(sec-butoxy)methoxy]butaneHCID 546242—
CatalystIron chloride (FeCl3)HCID 24380—
ProductHCID 10219549HCID 1021954989.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture containing 116.2 g (0.5 mol) of tri(2-butyl) orthoformate, 49.10 g (0.5 mol) of cyclohexanone and 3.7 g (0.05 mol) of 2-butanol was stirred at room temperature (25° C.) and 0.2 g (1 mmol) of reagent grade iron (III) chloride was added. The temperature of the reaction mixture rose to about 35° C. due to the exotherm and was heated and maintained at about at 50° C. until gas-chromatographic analysis indicated that the reaction was complete. After removing the by-products 2-butyl formate and 2-butanol by distillation under reduced pressure, the resulting residue was subsequently distilled to provide 1-(2-butoxy)-1-cyclohexene (bp 86° C. @2 mm Hg) as a colorless liquid; the yield was 89.4% with a purity exceeding 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235944B1
Source datasetuspto-grants-2001_05
ORD IDord-ee6f9031a9e44eea91850d49d6ec9849
Source noteuspto-grants-2001_05