33350-73-1
| Name | 2-Methyl-4'-nitrobiphenyl |
| CAS | 33350-73-1 |
| Molecular Formula | C13H11NO2 |
| Molecular Weight | 213.23 |
| MOL File | 33350-73-1.mol |
| Name | 2-Methyl-4'-nitrobiphenyl |
| CAS | 33350-73-1 |
| Molecular Formula | C13H11NO2 |
| Molecular Weight | 213.23 |
| MOL File | 33350-73-1.mol |
Under argon, ZnCl2 (0.5 M in THF, 3.15 mL, 1.6 mmol) was added by syringe to a Schlenk tube. o-Tolylmagnesium chloride (1.0 M in THF, 1.5 mL, 1.5 mmol) was then added dropwise, and the resulting mixture was stirred at room temperature for 20 min. NMP (2.2 mL) was added by syringe. After 5 min, Pd(P(t-Bu)3)2 (10.2 mg, 0.020 mmol) and 1-chloro-4-nitrobenzene (158 mg, 1.0 mmol) were added. The Schlenk tube was closed at the Teflflon stopcock, and the reaction mixture was stirred in a 100 °C oil bath for 2 h. It was then allowed to cool to room temperature, and aqueous hydrochloric acid (1.0 M, 6 mL) was added. The resulting mixture was extracted with ether (4 × 8 mL), and the organic extracts were combined, washed with water (5 × 10 mL), dried (MgSO4), and concentrated to afford a yellow solid. The crude product was purifified via flflash chromatography eluting with 3% ether in hexanes to furnish 200 mg (94%) of the biaryl as a pale-yellow solid. Reference: Dai, C.; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 2719−2724.;