Reaktion #325888

Reaktionsgleichung

5-(3-Amino-2-methoxy-phenyl)-furan-2-carboxylic acid

5-(3-amino-2-methoxy-phenyl)-furan-2-carboxylic acid

boron tribromide

→

5-(3-amino-2-hydroxy-phenyl)-furan-2-carboxylic acid hydrobromide

Ausbeute 47.2%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was reacted at room temperature for 1 hour
2. 2
   EinengenThe mixture was concentrated under reduced pressure after 5 mL of methanol
3. 3
   workup.ADDITIONwas added
4. 4
   workup.ADDITIONThe residue was diluted with 100 mL of ethyl acetate
5. 5
   FiltrationThen the mixture was filtered
6. 6
   Sonstigethe filter cake was dried

Vorschrift

5-(3-Amino-2-methoxy-phenyl)-furan-2-carboxylic acid 4f (2.79 g, 11.97 mmol) was dissolved in 25 mL of dichloromethane followed by dropwise addition of boron tribromide (23.9 mL, 2.0 M). The reaction mixture was reacted at room temperature for 1 hour. The mixture was concentrated under reduced pressure after 5 mL of methanol was added. The residue was diluted with 100 mL of ethyl acetate and stirred for 1 hour. Then the mixture was filtered and the filter cake was dried to obtain the title compound 5-(3-amino-2-hydroxy-phenyl)-furan-2-carboxylic acid hydrobromide 4g (1.24 g, yield 47.2%) as a yellow solid.

Quelle