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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1757684Generated: October 26, 2026

1,2-Butanediol → 2-tert-Butylcyclohexyloxybutanol

https://huagongshe.com/reaction/1757684

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-ButanediolHCID 11429—
Reactant2-tert-ButylcyclohexanoneHCID 102681—
Reactant6-t-Butyl-2-ethyl-1,4-dioxaspiro[4.5]decaneHCID 15789586—
CatalystPalladiumHCID 23938—
SolventIsopropanolHCID 3776—
Product2-tert-ButylcyclohexyloxybutanolHCID 16442281.5%

Reaction Steps

A 500 ml capacity autoclave was charged with 30 g (0.13 mol) of 6-t-butyl-2-ethyl-1,4-dioxaspiro[4.5]decane which has been prepared from 2-t-butylcyclohexanone and 1,2-butanediol, 150 g of isopropanol and 0.3 g of a catalyst of 5% palladium supported on active carbon (pH=7.6). The reaction was carried out under a hydrogen pressure of 70 kg/cm2 and at a temperature of 190° C. for 20 hours until completion of the absorption of hydrogen. After the reaction, the catalyst was removed by filtration and the resulting filtrate was subjected to distillation to obtain 24.2 g of 1-(2-t-butylcyclohexyloxy)-2-butanol (b.p.=122° to123° C./5 mmHg; yield=80%; cis:trans=66:34).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05446208
Source datasetuspto-grants-1995_08
ORD IDord-32c3b9562e9942f6a1f53283c829a1d7
Source noteuspto-grants-1995_08