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

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.

1. additionThe reaction mixture was poured into ice cold water
2. extractionextracted with chloroform (3×100 mL)
3. washThe combined organic layer was washed with water, brine
4. dry with materialdried over sodium sulfate
5. filtrationThe solution was filtered
6. customevaporated the solvent
7. customThe residue was chromatographed over silica gel column

ORD-Eintrag

ord-45757b2019cf4be5ad2af316ffc9b6f7

Quelldatensatz

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08258119B2