تفاعل #427507

معادلة التفاعل

4-ethynylaniline

triethylamine

acetyl chloride

→

N-(4-ethynylphenyl)acetamide

المذيبات

ethyl acetate

water

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter warmed to ambient temperature
2. 2
   أخرىThe two phases were separated
3. 3
   استخلاصthe aqueous layer was extracted twice with ethyl acetate
4. 4
   غسيلThe combined organic layers were washed with brine
5. 5
   تجفيفdried over anhydrous MgSO4
6. 6
   تركيزconcentrated en vacuo
7. 7
   أخرىThe crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO)

الإجراء التجريبي

To a solution of 4-ethynylaniline (commercially available) (1.0 eq.), and triethylamine (1.0 eq.) in methylene chloride (0.04 M), acetyl chloride (1.5 eq.) was added slowly. Then the reaction mixture was stirred at 0° C. for 1 hour. After warmed to ambient temperature, the reaction mixture was diluted with ethyl acetate and water. The two phases were separated, and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-80% ethyl acetate in hexane to give N-(4-ethynylphenyl)acetamide as a white solid.

المصدر