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ChemicalBook CAS DataBase List N-OCTYL CAPROATE
4887-30-3

N-OCTYL CAPROATE synthesis

13synthesis methods
N-octyl caproate is prepared by azeotropic esterification of n-Octanol with Caproic acid.
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Yield: 91%

Reaction Conditions:

with scandium tris(trifluoromethanesulfonate) in n-heptane at 100; for 24 h;

Steps:

General Procedure 2. N-Acylation of Alcohols with Amides:
General procedure: An oven dried Radleys carousel tube was charged with amide species (2 mmol),Sc(OTf)3 (5 mol%, 49.3 mg) and n-heptane(2.0 mL), followed by the alcohol species (2.4 mmol). The reaction was then heated with stirring at either 100 or 125 oC (see Table 2 or Table3) for 24 hours with the tap open. After being allowed to cool to room temperature the solvent was removed in vacuo on a rotary evaporator and the crude reaction mixture was were analyzed by their 1H NMR spectra. Afterwhich the crude reaction was purified using a 20mm x 50mm plug of silica geland eluting with DCM or by column chromatography.

References:

Atkinson, Benjamin N.;Williams, Jonathan M.J. [Tetrahedron Letters,2014,vol. 55,# 50,p. 6935 - 6938] Location in patent:supporting information

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