Transformations of Monoterpenoid Ketones in Supercritical Isopropanol/CO2 in a Continuous Flow Reactor in the Presence of Alumina. Competitive Reduction of Olefinic Double Bond and Carbonyl Group
Full article
| Общее |
Language:
Английский,
Genre:
Full article,
Status:
Published,
Source type:
Original
|
| Journal |
The Journal of Supercritical Fluids
ISSN: 0896-8446
, E-ISSN: 1872-8162
|
| Output data |
Year: 2013,
Volume: 80,
Pages: 9-14
Pages count
: 6
DOI:
10.1016/j.supflu.2013.03.028
|
| Tags |
Alumina, Carvone, Meerwein-Ponndorf-Verley type reduction, Menthatriene, Pinocarvone, Supercritical CO2, Supercritical isopropanol, Verbenene, Verbenone |
| Authors |
Sivcev V.P.
3
,
Volcho K.P.
2
,
Salakhutdinov N.F.
2
,
Anikeev V.I.
1
|
| Affiliations |
| 1 |
Boreskov Institute of Catalysis SB RAS
|
| 2 |
Vorozhtzov Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Science
|
| 3 |
Novosibirsk State University
|
|
Funding (1)
|
1
|
Russian Foundation for Basic Research
|
11-08-00171
|
Reactivity of monoterpenoid α,β-unsaturated ketones (carvone, verbenone and pinocarvone) in binary supercritical solvent isopropanol/CO2 in a flow reactor in the presence of granular Al2O3 was studied. Competitive reduction of olefinic double bond and carbonyl group was observed at the first reaction step. Subsequent transformation of intermediate products – alcohols – enables single step production of polyunsaturated monoterpenes 1,5,8-p-mentatriene and verbenene from carvone and verbenone, respectively, at contact times of several minutes.