Methanol → 5-(3-Amino-2-hydroxy-phenyl)-thiophene-2-carboxylic acid hydrobromide

5-(3-Amino-2-methoxy-phenyl)-thiophene-2-carboxylic acid 12b (2.2 g, 8.83 mmol) was dissolved in 20 mL of dichloromethane followed by dropwise addition of boron tribromide (35 mL, 35.32 mmol/L). The reaction mixture was reacted at room temperature for 1.5 hours. The reaction was monitored by TLC until the disappearance of the starting materials. Then 5 mL of methanol was added and the mixture was concentrated under reduced pressure. The residue was diluted with 100 mL of ethyl acetate and stirred for 1.5 hours. The mixture was filtered and the filter cake was dried to obtain the title compound 5-(3-amino-2-hydroxy-phenyl)-thiophene-2-carboxylic acid hydrobromide 12c (1.2 g, yield 57.1%) as a grey solid.

1. customThe reaction mixture was reacted at room temperature for 1.5 hours
2. concentrationthe mixture was concentrated under reduced pressure
3. additionThe residue was diluted with 100 mL of ethyl acetate
4. filtrationThe mixture was filtered
5. customthe filter cake was dried

ORD record

ord-01d63174b21c4810b903cf32d07e284e

Source dataset

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08367710B2