反应详情

A solution of 2-(2-methyl-1,1′-biphenyl-3-yl)naphthalene (2.0 g, 6.8 mmol) and 200 mg of benzoyl peroxide was refluxed, then NBS (1.21 g, 6.8 mmol) was added. The reaction mixture was refluxed overnight, diluted with methylene chloride, washed with water and dried over MgSO4. Removal of solvent under reduced pressure gave a crude product. The crude product was dissolved in 20 mL of DMF and sodium cyanide (0.65 g, 13 mmol) was added. The reaction was stirred at room temperature for 2 hours, diluted with ethyl acetate, 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 0.4% ethyl acetate/hexanes to give 1.15 g of (3-naphthalen-2-yl-biphenyl-2-yl)-acetonitrile: 1H NMR (CDCl3): δ 3.43 (s, 2H), 7.30-7.60 (m, 11H), 7.80-7.95 (m, 4H).

1. temperatureThe reaction mixture was refluxed overnight
2. washwashed with water
3. dry with materialdried over MgSO4
4. customRemoval of solvent under reduced pressure
5. customgave a crude product
6. washwashed with water
7. dry with materialdried over MgSO4
8. customRemoval of solvent under reduced pressure
9. customgave a crude product that
10. customwas purified by silica gel chromatography
11. washeluting with 0.4% ethyl acetate/hexanes