تفاعل #159380

معادلة التفاعل

2-amino-5-bromobenzoic acid methyl ester

4-chlorophenylboronic acid

ethyl acetate

water

→

4-Amino-4′-chlorobiphenyl-3-carboxylic acid methyl ester

المذيبات

toluene

ethanol

sodium carbonate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture was heated at 100° C. overnight
2. 2
   استخلاصThe aqueous phase was extracted several times with ethyl acetate
3. 3
   تجفيفThe combined organic phases were dried over sodium sulfate
4. 4
   تركيزconcentrated
5. 5
   أخرىThe crude product was purified by preparative HPLC
6. 6
   أخرىThe product with the molecular weight of 261.71 (C14H12ClNO2) was obtained in this way

الإجراء التجريبي

A solution of 2-amino-5-bromobenzoic acid methyl ester (460.1 mg) in degassed toluene was mixed with tetrakis(triphenylphosphine)palladium (0) (62.4 mg) and stirred at room temperature for 10 min. Then 4-chlorophenylboronic acid (344 mg) in ethanol (0.76 mL) and 2 M sodium carbonate solution (1.34 mL) were added, and the reaction mixture was heated at 100° C. overnight. The reaction was then mixed with ethyl acetate and water. The aqueous phase was extracted several times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated. The crude product was purified by preparative HPLC. The product with the molecular weight of 261.71 (C14H12ClNO2) was obtained in this way; MS (ESI): 262 (M+H+).

المصدر