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Pathfinder Cookbook - reaction details
Reaction id: 0211071022_05, verified by Personal Chemistry ©

244

250

996
K2CO3
MeOH

5

Yield: N/A  Time: 300s   Temperature: 120 °C

Chemicals
 Name MW [g/mol] Density [g/ml] Amount [mmol] Mass/Volume
500221 107.112 1.135 0.200 18.874 µl
603350 262.292 1.000 0.500 131.146 mg
590170 119.954 1.722 0.500 34.830 µl
K2CO3 138.204 1.000 0.800 110.563 mg
MeOH 32.042 0.791 17.394 704.587 µl
Product 1 130.150 1.000 0.200 26.030 mg

Keywords
Cascade reaction, Condensation, Multicomponent, Wittig Olefin Synthesis

Comments
Synthesis: Higher temperature resulted in more impurities and less product for the reaction between triphenylphosphine, nicotine aldehyde and methyl bromoacetate. The conversion is supposed to be much higher than the purity value indicates as triphenylphosphine is used in excess. Quite a lot of the stabilized wittig ylide was formed (Mw = 301.33).

Instrument Settings
Absorption level: Normal
Pre-stirring time: 0s

References
Westman, J. Org. Lett. 2001, 23, 3745-3747

Analysis
 Method Purity Files
 crude LCMS 66  0211071022_05A.pdf