反応 #2467962

反応方程式

methyl 3-aminothiophene-2-carboxylate

bromine

→

solid

収率 33.3%

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

収率 33.3%

溶媒

acetic acid

acetic acid

反応条件

後処理

1. 1
   workup.ADDITIONThe reaction mixture was poured into ice cold water
2. 2
   抽出extracted with chloroform (3×100 mL)
3. 3
   洗浄The combined organic layer was washed with water, brine
4. 4
   乾燥dried over sodium sulfate
5. 5
   ろ過The solution was filtered
6. 6
   その他evaporated the solvent
7. 7
   その他The residue was chromatographed over silica gel column

実験手順

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.

出典