Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butanal | HCID 261 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Product | 2-Ethylhexanol | HCID 7720 | 56.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05663452 |
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| Source dataset | uspto-grants-1997_09 |
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| ORD ID | ord-c2ac69ecb1b643adaf517726bd80ae6a |
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| Source note | uspto-grants-1997_09 |
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