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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 982921Generated: October 31, 2026

Cyclododecanone → Cyclododecanol

https://huagongshe.com/reaction/982921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclododecanoneHCID 13246—
Reactant1,2-Epoxycyclododeca-5,9-dieneHCID 79135—
ReactantHCID 178418361HCID 178418361—
ProductCyclododecanolHCID 15595—

Reaction Conditions

Temperature70 °C

Reaction Steps

In an SUS-made autoclave having an inner volume of 100 ml and equipped with a stirrer, 20 g (0.112 mol) of 1,2-epoxy-5,9-cyclododecadiene and 0.08 g of a 5 mass % Pt/C catalyst (50% hydrous product, produced by N.E. Chemcat Corporation; 0.0102 mmol as platinum atom) were added and after pressurizing to 5 MPa with hydrogen at room temperature, heated to a temperature of 70° C. Under the same pressure, the contents were heated with stirring until the hydrogen absorption did not occur. After the completion of reaction, the reaction solution was cooled to room temperature, the catalyst was removed by filtration and the resulting reaction solution was analyzed. The analysis of the reaction solution was performed by gas chromatography. As a result, 1,2-epoxy-5,9-cyclododecadiene was 100% consumed and epoxycyclododecane (hereinafter referred to as “ECD”) was produced in a yield of 99.6 mol %. Also, as by-products, cyclododecanone (hereinafter referred to as “CDON”) was produced in 0.04 mol %, cyclododecanol (hereinafter referred to as “CDOL”) was produced in 0.20 mol % and cyclododecane (hereinafter referred to as “CDAN”) was produced in 0.04 mol %.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06861563B2
Source datasetuspto-grants-2005_03
ORD IDord-9d7df6f7cf904544ad1ef4272f454f1c
Source noteuspto-grants-2005_03