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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1757686Generated: October 31, 2026

Propylene Glycol → 1-(2-t-Butylcyclohexyloxy)-2-propanol

https://huagongshe.com/reaction/1757686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylene GlycolHCID 1030—
Reactant2-tert-ButylcyclohexanoneHCID 102681—
Reactant6-tert-Butyl-2-methyl-1,4-dioxaspiro[4.5]decaneHCID 19389277—
CatalystPalladiumHCID 23938—
CatalystRutheniumHCID 23950—
SolventIsopropanolHCID 3776—
Product1-(2-t-Butylcyclohexyloxy)-2-propanolHCID 1938927681.6%

Reaction Steps

A 500 ml capacity autoclave was charged with 30 g (0.14 mol) of 6-t-butyl-2-methyl-1,4-dioxaspiro[4.5]decane which has been prepared from 2-t-butylcyclohexanone and 1,2-propanediol, 150 ml of isopropyl alcohol, 0.29 g of a catalyst of 5% palladium supported on active carbon and 0.01 gof a catalyst of 5% ruthenium supported on active carbon. The reaction was carried out under a hydrogen pressure of 70 kg/cm2 and at a temperature of 190° C. for 10 hours until completion of the absorption of hydrogen. After the reaction, the catalysts were removed by filtration and the resulting filtrate was subjected to distillation to obtain 24.5 g of 1-(2-t-butylcyclohexyloxy)-2-propanol (b.p.=112° to 113° C./5 mmHg; yield=81%; cis:trans=66:34).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05446208
Source datasetuspto-grants-1995_08
ORD IDord-28bb077a6fbf47f8951051b5e1d0c439
Source noteuspto-grants-1995_08