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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482138Generated: October 25, 2026

1-Butanol → 1,1-Dibutoxycyclohexane

https://huagongshe.com/reaction/482138

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantWaterHCID 962—
ReactantCyclohexanoneHCID 7967—
SolventTolueneHCID 1140—
Product1,1-DibutoxycyclohexaneHCID 243718187.7%

Reaction Conditions

Temperature125 °C

Reaction Steps

In a 300-ml three-necked flask equipped with a water separator, 98 g (1 mole) of cyclohexanone, 148 g (2 moles) of n-butanol, 2.4 mg of stannous chloride dihydrate and 40 g of toluene were charged. The resulting mixture was heated at 125° C. under atmospheric pressure for 6 hours in a nitrogen atmosphere while removing the water formed from the reaction mixture by azeotropic distillation. When water was no longer distilled, the solvent (toluene) and unreacted starting materials were distilled off under reduced pressure. Distillation of the residue under reduced pressure gave 214.3 g of cyclohexanone dibutyl acetal [R1, R2 =a pentamethylene group and R3 =a n-butyl group] (boiling point: 102° C./3 mmHg) (yield: 94.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05792876
Source datasetuspto-grants-1998_08
ORD IDord-542f35a4804e41f38e9363201eecef33
Source noteuspto-grants-1998_08