Reaktion #597748

Reaktionsgleichung

biphenyl-2-ylboronic acid

2-bromo-1,3,5-trimethylbenzene

potassium phosphate

→

desired product

Ausbeute 96.0%

2′-phenyl-2,4,6-trimethylbiphenyl

Ausbeute 96.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigequenched with water (4 mL)
2. 2
   SonstigeThe organic phase was separated
3. 3
   Waschenwashed with brine
4. 4
   Trocknendried over sodium sulfate
5. 5
   Einengenconcentrated
6. 6
   Sonstigepurified by column chromatography

Vorschrift

To a mixture of biphenyl-2-ylboronic acid (0.15 g, 0.75 mmol, 1.5 equiv) and 2-bromo-1,3,5-trimethylbenzene (100 mg, 0.5 mmol, 1.0 equiv), tris(dibenzylideneacetone)dipalladium (0.46 mg, 0.0005 m mol, 0.1 mol %), 3-tert-butyl-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole (0.66 mg, 0.04 mmol, 0.4 mol %), and potassium phosphate (0.318 g, 1.5 mmol, 3 equiv) was charged dagassed toluene (4 mL). The mixture was stirred at 70° C. under nitrogen for 3 h, then quenched with water (4 mL). The organic phase was separated, washed with brine, dried over sodium sulfate, concentrated, and purified by column chromatography to provide pure desired product as oil (129 mg, 0.48 mmol, 95%). ESI-MS: m/z 273 [M+H]+.

Quelle