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Pathfinder Cookbook - reaction details
Reaction id: 0108091018_04, verified by Personal Chemistry ©

4-Bromobenzonitrile

Alkene 3
Pd(OAc)2
P(o-Tol)3
DIEA
DMF

2

Yield: 78%  Time: 420s   Temperature: 220 °C

Chemicals
 Name MW [g/mol] Density [g/ml] Amount [mmol] Mass/Volume
623007 182.025 1.000 0.360 65.529 mg
1759280 125.193 1.093 0.300 34.362 µl
Pd(OAc)2 224.488 1.000 0.012 2.694 mg
P(o-Tol)3 304.373 1.000 0.030 9.131 mg
DIEA 129.247 0.742 0.360 62.707 µl
DMF 73.095 1.000 32.432 2370.620 µl
Product 1 226.301 1.000 0.000 0.000 mg

Keywords
Catalysis, Heck Coupling, Vinylation

Comments
Work-up and purification: Reaction mixture diluted with MeCN and filtered (5µ PTFE filter) before isolation by preparative RPLC.

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

References
Crisp, G. Chemical Society Reviews 1998, 27, 427-436 de Maijere, A.; Meyer, F.E. Angew. Chem Int. Ed. Eng. 1994, 33, 2379-2411 Cabri, W; Candiani, I. Acc. Chem. Res. 1995, 38, 2-7

Analysis
 Method Purity Files
 crude LCMS 65  0108091018_04A.pdf
 1H NMR  0108091018_04N_H.pdf