Decanal → 2-Octyldodecanol

Temperature

210 °C

In a stirred reactor consisting of a flask, heating mushroom, water separator, reflux condenser and nitrogen inlet, 1 g (0.015 mol) of potassium hydroxide was added to 500 g (3.2 mol) of decanal (99% by weight) at 20° C., followed by heating to 210° C. The water formed during the reaction was continuously distilled off. After 3 hours, the reaction was terminated, the reaction mixture was cooled to 20° C. and the potassium hydroxide precipitated was filtered off. The resulting clear liquid contained 90% by weight of α,β-unsaturated aldehyde, 4% by weight trimers, 2% by weight esters and 4% by weight unreacted starting aldehyde. The reaction mixture was transferred to an autoclave and hydrogenated for 3 hours at 230° C./250 bar in the presence of a nickel catalyst until there was no further uptake of hydrogen. 90% by weight of the hydrogenation product consisted of 2-octyl dodecanol, 6% by weight of decanol and 4% by weight of trimers. After distillation, the 2-octyl dodecanol was obtained in a purity of 95.7% by weight.

1. customIn a stirred reactor consisting of a flask
2. temperaturereflux condenser and nitrogen inlet
3. distillationwas continuously distilled off
4. customthe reaction was terminated
5. temperaturethe reaction mixture was cooled to 20° C.
6. customthe potassium hydroxide precipitated
7. filtrationwas filtered off
8. waitThe reaction mixture was transferred to an autoclave and hydrogenated for 3 hours at 230° C.
9. distillationAfter distillation

ORD record

ord-d6bb8d73879d4af3832ad456e573da7a

Source dataset

uspto-grants-2008_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07365235B2