تفاعل #2467962

معادلة التفاعل

methyl 3-aminothiophene-2-carboxylate

bromine

→

solid

المردود 33.3%

Methyl 3-amino-4-bromothiophene-2-carboxylate

المردود 33.3%

المذيبات

acetic acid

acetic acid

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONThe reaction mixture was poured into ice cold water
2. 2
   استخلاصextracted with chloroform (3×100 mL)
3. 3
   غسيلThe combined organic layer was washed with water, brine
4. 4
   تجفيفdried over sodium sulfate
5. 5
   ترشيحThe solution was filtered
6. 6
   أخرىevaporated the solvent
7. 7
   أخرىThe residue was chromatographed over silica gel column

الإجراء التجريبي

To a solution of methyl 3-aminothiophene-2-carboxylate (1 g, 6.36 mmol) in acetic acid (10 mL) was added a solution of bromine (0.32 mL, 6.36 mmol) in acetic acid (1 mL) slowly for 5 min at rt and stirred at the same temperature for 16 h. The reaction mixture was poured into ice cold water and extracted with chloroform (3×100 mL). The combined organic layer was washed with water, brine and dried over sodium sulfate. The solution was filtered and evaporated the solvent. The residue was chromatographed over silica gel column using hexane-EtOAc (95:5) as eluents to give the product as a pale yellow color solid (0.5 g, 33%), mp 58-60° C.

المصدر