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Pathfinder Cookbook - reaction details
Reaction id: 0211071022_27, verified by Personal Chemistry ©

1505

250

810
K2CO3
MeOH

27

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

Chemicals
 Name MW [g/mol] Density [g/ml] Amount [mmol] Mass/Volume
22042791 200.241 1.000 0.200 40.048 mg
603350 262.292 1.000 0.500 131.146 mg
96322 152.980 1.616 0.500 47.333 µl
K2CO3 138.204 1.000 0.800 110.563 mg
MeOH 32.042 0.791 16.562 670.910 µl
Product 1 256.305 1.000 0.200 51.261 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.

Analysis: Two diastereomers are formed, one in large majority.

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

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

Analysis
 Method Purity Files
 crude LCMS 75  0211071022_27A.pdf