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ChemicalBook CAS DataBase List Methyl heptanoate
106-73-0

Methyl heptanoate synthesis

14synthesis methods
By treating heptanoic acid with methyl alcohol in the presence of HCl or H2SO4
-

Yield:106-73-0 81.7 %Chromat.

Reaction Conditions:

with methanesulfonic acid;bis(acetylacetonato)palladium(II);1,2-bis[di(t-butyl)phosphinomethyl]benzene in methanol at 100; for 20 h;Autoclave;Inert atmosphere;

Steps:

20
A 100 ml stainless steel autoclave is charged with54.8 mmol of 1 -hexene (6.8 ml), Pd(acac)2, 0.038 mol % (6.3 mg), 0.13 mol % of BuPoX (28.4 mg), 10 ml of methyl formate, 10 ml of methanol and 20 j±1 of methanesulphonic acid under a protective gas (argon or nitrogen for example). The autoclave is heated to 100° C., followed by stirring at that temperature for 20 h. The autoclave is subsequently cooled down to room temperature and the residual pressure is released. AS ml quantity of isooctane is added to the reaction solution as an internal standard and the mixture is analysed by gas chromatography. The yield of n-product, i.e. methyl heptanoate, is 81.7%. The yield of branched products (methyl 2-methylhexanoate and methyl 2-ethylpentanoate) is altogether 4.3%. The total yield of methyl esters is accordingly 86% with an n:iso ratio of 95:5.

References:

EVONIK INDUSTRIES AG;Franke, Robert;Hess, Dieter;Beller, Matthias;Jackstell, Ralf;Cozzula, Daniela;Fleischer, Ivana;Jennerjahn, Reiko US2014/309435, 2014, A1 Location in patent:Paragraph 0060; 0066

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