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Pathfinder Cookbook - reaction details
Reaction id: 0210151015_05, verified by Personal Chemistry ©

CARBOMETHOXYMETH...

2-CHLORO-3-QUINO...
NaOMe
MeOH

P5

Yield: 57%  Time: 600s   Temperature: 120 °C

Chemicals
 Name MW [g/mol] Density [g/ml] Amount [mmol] Mass/Volume
1779584 415.272 1.000 0.800 332.218 mg
73568259 191.617 1.000 0.400 76.647 mg
NaOMe 54.024 1.000 1.000 54.024 mg
MeOH 32.042 0.787 54.035 2200.000 µl
Product 1 247.681 1.000 0.400 99.072 mg

Keywords
Condensation, Wittig Olefin Synthesis

Comments
Synthesis: Higher temperature did not improve the purity. The outcome of the reaction was poorer with indole-3-carboxaldehyde. It was much less succesful when using triphenylphosphonium bromide as Wittig salt.

Work-up: After completed microwave irradiation, a white precipitation was formed in the vial. This was filtered off and washed with cold methanol. No further purification was performed prior to the NMR experiment.

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

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

Analysis
 Method Purity Files
 crude LCMS 77  0210151015_05A.pdf
 1H NMR  0210151015_05N_H.pdf