Hexyl benzoate synthesis
- Product Name:Hexyl benzoate
- CAS Number:6789-88-4
- Molecular formula:C13H18O2
- Molecular Weight:206.28
Yield:6789-88-4 77%
Reaction Conditions:
with tetrabutyl ammonium fluoride in acetonitrile for 5 h;Electrochemical reaction;
Steps:
General experimental procedure (Synthetic procedure formethylbenzoate 3a)
General procedure: The electrochemical cell was assembled from a 10 mL glass vial using graphite electrodes (1 cm x 5 cm). Benzaldehyde (212 mg, 2 mmol) was transferred into thereaction cell along with a stir bar. A solvent mixture, 2 mL of methanol and 2 mL acetonitrile followed by tetrabutylammonium fluoride TBAF (52 mg, 0.2 mmol) were added and the reaction mixture was stirred for 2 min. The cell voltage of 5 V was applied with a current density of 300-400 mA/cm2 for 5 h. After the satisfactory conversion, as indicated by thin layer chromatography (TLC) using (hexane/ethyl acetate 90:10) mixture as eluent, the excess solvents were evaporated under reduced pressure and concentrated. The crude product mixture was purified using normalphase flash chromatography (hexane/ethyl acetate 90:10 to 80:20) to obtain 231 mg of pureproduct 3a in 85% yield.
References:
Bryan, Maria;LoBue, James;Shaikh, Abid;Smeyne, Dylan;Verboom, Katherine [Tetrahedron Letters,2021,vol. 68,art. no. 152898] Location in patent:supporting information
65-85-0
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6789-88-4
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6789-88-4
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6789-88-4
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