반응 #52998

반응 방정식

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

benzeneboronic acid

Na2CO3

→

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

수율 104.7%

용매

THF

EtOAc

반응 조건

후처리

1. 1
   온도The mixture was refluxed for 4 h under N2
2. 2
   온도After cooling
3. 3
   세척washed with water and brine
4. 4
   건조The organic layer was dried (Na2SO4)
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타The residue was purified by preparative TLC (silica gel; eluent: hexane to EtOAc/hexane 1/1)

실험 절차

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+).

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