4-METHOXYCINNAMONITRILE synthesis
- Product Name:4-METHOXYCINNAMONITRILE
- CAS Number:14482-11-2
- Molecular formula:C10H9NO
- Molecular Weight:159.18
Yield:14482-11-2 99%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 110; for 6 h;Inert atmosphere;Heck Reaction;
Steps:
Typical experimental procedure for mono Heck cross coupling Reaction
General procedure: A mixture of 4-iodotoluene (5 g, 22.93 mmol), ethyl acrylate (4.587 g, 45.87 mmol) and potassium carbonate (6.330 g, 45.87 mmol) was taken in DMF (15 ml) and then added SS-Pd (10.27 g, 2 mol% Pd). The reaction mixture was heated at 100 oC for 6 h under nitrogen atmosphere. After cooling the reaction mixture was diluted with 15ml of ethyl acetate and washed with cold water. The organic layer was finally washed with brine and dried over anhydrous Na2SO4. The crude mixture was purified by column chromatography (EtOAc:Hexane, 1:99), afforded (E)-ethyl 3-p-tolylacrylate 1 as colourless liquid (4.051g, 93% yield)
References:
Sharma, Dharminder;Kumar, Sandeep;Shil, Arun K.;Guha, Nitul Ranjan;Bandna;Das, Pralay [Tetrahedron Letters,2012,vol. 53,# 52,p. 7044 - 7051] Location in patent:supporting information
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