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ChemicalBook CAS DataBase List 4-BROMODIPHENYLMETHANE

4-BROMODIPHENYLMETHANE synthesis

12synthesis methods
-

Yield:2116-36-1 98%

Reaction Conditions:

with triethylsilane;trifluoroacetic acid in dichloromethane at 25; for 12 h;

Steps:

8
Example 8: l-Oxo-l-[5-(2-pyridyl)oxazol-2-yl]-3-(4-benzylphenyI)propane (Hh). l-Benzyl-4-bromobenzene (S37). A solution of 4-bromobenzophenone(2.62 g, 10.0 mmol, 1 equiv) in anhydrous CH2Cl2 (25 mL) was treated with triflic acid (0.27 mL, 3.0 mmol, 0.3 equiv) and Et3SiH (3.60 g, 31.0 mmol, 3.1 equiv) in 8 mL of anhydrous CH2Cl2. After stirring for 12 h at 25 °C, the reaction mixture was quenched with NaHCO3 and extracted with CH2Cl2. The organic layer was dried over Na2SO4, filtered and concentrated. Column chromatography (SiO2, 4 x 13 cm, 2% EtOAc-hexanes) afforded S37 (2.43 g, 9.83 mmol, 98%) as a pale yellow oil: 1H NMR (CDCl3, 500 MHz) 7.43 (d, 2H, J= 8.4 Hz), 7.33 (t, 2H, J= 7.3 Hz), 7.26 (t, IH, J= 7.3 Hz), 7.24 (d, 2H, J= 8.2 Hz), 7.19 (t, 2H, J= 7.0 Hz), 7.09 (t, 2H, J = 8.4 Hz); 13C NMR (CDCl3, 125 MHz) 140.4, 140.1, 131.5, 130.6, 128.8, 128.5, 126.3, 119.9, 41.3.

References:

BOGER, Dale, L. WO2008/147553, 2008, A1 Location in patent:Page/Page column 34

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