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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377116Generated: November 1, 2026

Butanal → 2-Ethylhexanol

https://huagongshe.com/reaction/1377116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButanalHCID 261—
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Product2-EthylhexanolHCID 772056.9%

Reaction Conditions

Temperature11 °C

Reaction Steps

101.0 g of n-butyraldehyde and 5.0 g of polyethylene glycol (PEG 400) were placed in a reactor. The mixture was cooled to 11° C., and a total of 171.0 g of a 0.25% aqueous solution of NaOH was added to it at such a rate that the temperature of the mixture remained at 30°-32° C. After 2 hours the mixture was neutralized with hydrochloric acid, the phases were separated, and the organic phase was hydrogenated with Raney nickel at 100° C. and at a hydrogen pressure of 20 bar. The product was analyzed gas chromatographically. The 2-ethyl-1,3-hexane diol yield was 57.7 g, which corresponded to a yield of 56.9%. The worst byproduct, 2-ethyl hexanol, formed in an amount of 1.8%, and the unreacted n-butyraldehyde had become reduced to 1-butanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05663452
Source datasetuspto-grants-1997_09
ORD IDord-c2ac69ecb1b643adaf517726bd80ae6a
Source noteuspto-grants-1997_09