ChemicalBook CAS DataBase List 4-trans-propenylveratrole

4-trans-propenylveratrole synthesis

14synthesis methods

Product Name:4-trans-propenylveratrole
CAS Number:6379-72-2
Molecular formula:C11H14O2
Molecular Weight:178.23

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Yield: 35%

Reaction Conditions:

with iron(III)-acetylacetonate;di-tert-butyl peroxide in dimethyl sulfoxide at 130; for 12 h;Inert atmosphere;Schlenk technique;

Steps:

4.2 General procedure for iron-catalyzed decarboxylative methylation of cinnamic acid
General procedure: A mixture of cinnamic acid (0.3mmol), DTBP (0.6mmol), FeCl₃ (20mol%), and DMSO (2mL) in a Schlenk tube was stirred under an argon atmosphere at 130°C for 12h. After that the mixture was poured into ethyl acetate, then washed with water, extracted with ethyl acetate, dried by anhydrous Na₂SO₄, then filtered, and evaporated under vacuum, the residue was purified by flash column chromatography (petroleum ether or petroleum ether/ethyl acetate) to afford the corresponding coupling products.

References:

Rong, Guangwei;Liu, Defu;Lu, Linhua;Yan, Hong;Zheng, Yang;Chen, Jie;Mao, Jincheng [Tetrahedron,2014,vol. 70,# 34,p. 5033 - 5037]

93-15-2 Synthesis