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Pathfinder Cookbook - reaction details
Reaction id: 0200011008_03, verified by Personal Chemistry ©

4-Bromobenzonitrile

4-Borono-D-pheny...
Na2CO3
Pd(PPh3)2Cl2
MeCN

Product 3

Yield: 84%  Time: 300s   Temperature: 150 °C

Chemicals
 Name MW [g/mol] Density [g/ml] Amount [mmol] Mass/Volume
623007 182.025 1.000 0.500 91.013 mg
90580646 209.009 1.000 0.500 104.505 mg
Pd(PPh3)2Cl2 701.890 1.000 0.025 17.547 mg
Na2CO3 (1.0M in water) 105.988 1.000 1.000 1000.000 µl
MeCN 41.053 0.780 19.000 1000.000 µl
Product 1 266.300 1.000 0.000 0.000 mg

Keywords
Aryl-aryl coupling, Catalysis, Suzuki Coupling

Comments
Synthesis: The reaction mixture was degassed under vacuum before subjected to microwave heating. The reaction proceeds with retention of stereochemistry, as showed in reactions 0200011008_11,12 and 13.

Work-up and purification: The solvent of the crude reaction mixture was evaporated and redissolved in methanol acidified with TFA. The acid solution was purified by RPLC eluted with 0.1% TFA in a H2O/MeCN gradient. The product was obtained as a TFA salt.

Characterisation: The product was characterised by NMR and MS.

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

References
Gong, Y.; He, W. Org. Lett. 2002, 4, 3803-3805

Analysis