Diethyl Ether → HCID 86607237, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of potassium phosphate (8.36 g 40 mmol), palladium acetate (0.88 g, 0.4 mmol), 2-(dicyclohexylphosphino)biphenyl (0.54 g, 1.6 mmol) and nphthalene-2-boronic acid (5.09 g, 30 mmol) was added 3-cloro-2-methyl-biphenyl (4.0 g, 20 mmol). The reaction mixture was heated to 80° C. overnight, diluted with diethyl ether, washed with water and dried over MgSO4. Removal of solvent under reduced pressure gave a crude product that was purified by silica gel chromatography eluting with hexanes gave 2-(2-methyl-1,1′-biphenyl-3-yl)naphthalene as a white solid; mp 106-107° C.; MS (EI) m/z 294.17 (M+); 1H NMR (CDCl3): δ 2.15 (s, 3H), 7.20-7.55 (m, 11H), 7.75-7.90 (m, 4H); Anal. Calcd for C23H18: C, 93.84; H, 6.16. Found: C, 93.81; H, 5.95.

Provenance & Evidence