METHYLCINNAMALDEHYDE synthesis
- Product Name:METHYLCINNAMALDEHYDE
- CAS Number:1196-67-4
- Molecular formula:C10H10O
- Molecular Weight:146.19
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Yield: 98%
Reaction Conditions:
with silver(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate in water;ethyl acetate at 80; for 24 h;Sealed tube;Green chemistry;chemoselective reaction;Meyer-Schuster Rearrangement;
Steps:
General Procedure for ‘On-Water’ AlkyneHydration by Catalyst AgBArF Under Sealed Tube Conditions.
General procedure: Calculated amount of AgBArF (97.1 mg, 0.1 mmol) was weighed into a long necked glass vessel, followed by addition of alkyne (1 mmol). 10 μL of EtOAc was added and stirred for 5 minutes. Internal standard n-dodecane (1 mmol) and 3 mL water was then added and the vessel was sealed under vacuum. The whole set-up was placed in an oil bath at 80 °C, stirred and heated for 12/24 hours. After the completion of reaction, the seal was broken and 3 mL EtOAc was added to it, stirred for 5 minutes and the organic layer was collected. The organic layer was passed through a very short column of silica to remove any impurities and subjected to GC-MS analysis. Products were purified by chromatography on a silica gel column using hexane/EtOAc as eluent. The isolated products were characterized by 1H and ESI-MSspectra.
References:
Saha, Sayantani;Sarbajna, Abir;Bera, Jitendra K. [Tetrahedron Letters,2014,vol. 55,# 8,p. 1444 - 1447] Location in patent:supporting information
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