Реакция #2467962

Уравнение реакции

methyl 3-aminothiophene-2-carboxylate

bromine

→

solid

Выход 33.3%

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

Выход 33.3%

Растворители

acetic acid

acetic acid

Условия реакции

Обработка

1. 1
   workup.ADDITIONThe reaction mixture was poured into ice cold water
2. 2
   Экстракцияextracted with chloroform (3×100 mL)
3. 3
   ПромывкаThe combined organic layer was washed with water, brine
4. 4
   Сушкаdried over sodium sulfate
5. 5
   ФильтрацияThe solution was filtered
6. 6
   Другоеevaporated the solvent
7. 7
   ДругоеThe residue was chromatographed over silica gel column

Методика

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.

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