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ChemicalBook CAS DataBase List 2-UNDECANOL
1653-30-1

2-UNDECANOL synthesis

7synthesis methods
By reduction of methyl nonyl ketone with sodium metal in alcohol; the d-form is isolated from the optically inactive material via the corresponding phthalate and in its salt with strychnine and brucine.
-

Yield:91377-01-4 87.1 %Chromat. ,1653-30-1 7 %Chromat.

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen at 200; under 51755.2 Torr; for 3 h;

Steps:

16 2-Undecanone/Ethylene Glycol
2-Undecanone (8.5 g, 10.3 ml; 0.05 mol), ethylene glycol (62.1 g, 55.8 ml; 1 mol), and 0.2 g of 10% Pd/C are charged in the Parr reactor. The system is purged with nitrogen three times. Then 3.5 MPa (500 psi) of hydrogen is charged, the reactor is heated to 200°C, and the hydrogen pressure adjusted to 6.9 MPa (1000 psi). After 3 hrs at 200°C and 6.9 MPa (1000 psi), GC analysis shows 98% conversion of 2-undecanone and formation of 2-sec-undecylethanol (87.1%), 2-undecanol (7.0%), and 2-methyl-2-nonyl-1,3-dioxolane (0.9%).

References:

Dow Global Technologies LLC EP2318346, 2011, A1 Location in patent:Paragraph 0074

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