반응 #574244

반응 방정식

3-bromophenyl boronic acid

methyl 2-chloronicotinate

sodium carbonate

toluene

→

methyl 2-[3-bromophenyl]nicotinate

용매

ethanol

반응 조건

후처리

1. 1
   온도was heated 20 hours at 80°
2. 2
   기타partitioned between ethyl acetate and saturated sodium chloride solution
3. 3
   세척The organic phase was washed with sodium chloride solution several times
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   기타Solvent removal
6. 6
   기타gave a crude product, which
7. 7
   기타was chromatographed on silica gel using 1:4 ethyl acetate

실험 절차

A mixture of 4.02 g (20 mmole) of 3-bromophenyl boronic acid, 6.86 g (40 mmole) of methyl 2-chloronicotinate, 600 mg of tetrakis-(triphenylphosphine) palladium, 25 mL of 2M solution of sodium carbonate, 50 mL of toluene, and 13 mL of ethanol was heated 20 hours at 80°. The reaction mixture was cooled to r.t. and partitioned between ethyl acetate and saturated sodium chloride solution. The organic phase was washed with sodium chloride solution several times, and dried over anhydrous magnesium sulfate. Solvent removal gave a crude product, which was chromatographed on silica gel using 1:4 ethyl acetate:hexane mixture as eluant to give methyl 2-[3-bromophenyl]nicotinate as white amorphous powder.

출처