Reaktion #52998

Reaktionsgleichung

2,6-dichloro-4-bromobenzoic acid methyl ester

benzeneboronic acid

Na2CO3

→

2,6-dichloro-4-phenylbenzoic acid methyl ester

Ausbeute 104.7%

Lösungsmittel

THF

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed for 4 h under N2
2. 2
   TemperaturAfter cooling
3. 3
   Waschenwashed with water and brine
4. 4
   TrocknenThe organic layer was dried (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was purified by preparative TLC (silica gel; eluent: hexane to EtOAc/hexane 1/1)

Vorschrift

To a solution of 2,6-dichloro-4-bromobenzoic acid methyl ester (0.55 g) in THF (10 mL) was added benzeneboronic acid (1.30 g), Pd(PPh3)4 (0.16 g) and 2M Na2CO3 (5 mL). The mixture was refluxed for 4 h under N2. After cooling, the mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried (Na2SO4), filtered, and concentrated. The residue was purified by preparative TLC (silica gel; eluent: hexane to EtOAc/hexane 1/1) to yield crude 2,6-dichloro-4-phenylbenzoic acid methyl ester (0.57 g). ESMS: m/z 281 (MH+).

Quelle