ChemicalBook CAS DataBase List 2'-BROMO-2,6-DIMETHOXYBIPHENYL

2'-BROMO-2,6-DIMETHOXYBIPHENYL synthesis

9synthesis methods

Product Name:2'-BROMO-2,6-DIMETHOXYBIPHENYL
CAS Number:755017-61-9
Molecular formula:C14H13BrO2
Molecular Weight:293.16

1,1'-Biphenyl, 2-bromo-2',6'-dimethoxy-3-(trimethylsilyl)-

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Yield:-

Reaction Conditions:

with tetrabutyl ammonium fluoride in tetrahydrofuran at 25; for 16 h;Inert atmosphere;regioselective reaction;

Steps:

4.2.1. Desilylation of 1a

To (2-bromo-2',6'-dimethoxy-biphenyl-3-yl)trimethylsilane 1a (1.50 mmol, 548 mg) in THF (15.0 mL) was added under Argon and at 25 °C a solution of TBAF (4.50 mmol) in THF (4.50 mL). The mixture was stirred at 25 °C for 16 h, hydrolyzed with water (100 mL) and extracted with Et₂O (100 mL). The organic layer was washed with water (2 × 100 mL) and dried over Na₂SO₄. After evaporation of the solvent under reduced pressure, a mixture of 3a and 4a (3a/4a 30:70, 183 mg, 49%) was isolated by column chromatography (cyclohexane/CH₂Cl₂ 8:2).

References:

Diemer, Vincent;Garcia, Juan Sanz;Leroux, Frédéric R.;Colobert, Fran?oise [Journal of Fluorine Chemistry,2012,vol. 134,p. 146 - 155] Location in patent:experimental part

694-80-4 Synthesis