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ChemicalBook CAS DataBase List ETHYL UNDECANOATE
627-90-7

ETHYL UNDECANOATE synthesis

10synthesis methods
By reduction of the l-undecen-ll-oic acid ethyl ester with hydrogen in the presence of Ni at 180°C; or by direct esterification of n-undecanoic acid with ethyl alcohol under reflux.
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Yield:627-90-7 8 %Chromat. ,92155-46-9 8 %Chromat.

Reaction Conditions:

with [RuCl2(N,N'-(ethane-1,2-diyl)bis(1-(2-(diphenylphosphaneyl)phenyl)methanimine))];hydrogen;sodium methylate in tetrahydrofuran at 100; under 22502.3 Torr; for 4 h;Inert atmosphere;Autoclave;chemoselective reaction;

Steps:

2 Example 2
The reaction was carried out as described in Example 1 but in THF (instead of toluene) under 30 bar of hydrogen. After 4 h a very incomplete conversion (16%) to the undesired by-products 1c (8%) and 1d (8%) was detected. The analytical data of ethyl undecanoate lc were identical with the ones from the literature. The analytical data of ethyl undec-9-enoate 1d are partially known from the literature (J.Org. Chem.27, 3722, 1962). MS of 1d: 212 (3%, M+), 167 (11%), 166 (20%), 149 (10%), 137 (12%), 124 (38%), 123 (20%), 101 (32%), 88 (42%), 69 (40%), 55 (100%), 41 (51%), 29 (27%).

References:

GIVAUDAN SA;GEISSER, Roger Wilhelm;GOEKE, Andreas;SCHROEDER, Fridtjof WO2013/171302, 2013, A1 Location in patent:Page/Page column 11

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