Reacción #1350614

Ecuación de reacción

1-acetyl-5-(acetoxymethyl)indazole

hydrobromic acid

→

title compound

5-(bromomethyl)-1H-indazole Hydrogen Bromide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solid was collected on a Buchner funnel
2. 2
   Otrodried under vacuum for 12 hours
3. 3
   workup.STIRRINGThe filtrate was stirred at room temperature for additional 24 hours
4. 4
   Otromore solid was collected
5. 5
   OtroAfter drying under vacuum

Procedimiento

A suspension of 1-acetyl-5-(acetoxymethyl)indazole (91) (3.0 g, 13 mmol) in aqueous hydrobromic acid (15 mL, 226 mmol) was stirred at room temperature for 25 hours. The solid was collected on a Buchner funnel and dried under vacuum for 12 hours. The filtrate was stirred at room temperature for additional 24 hours and more solid was collected. After drying under vacuum, title compound was obtained as a yellow solid (92, 3.48 g, 92%) which was used in the next synthesis step without further purification. 1H NMR (CDCl3) δ4.88 (s, 2H), 7.43 (d, 1H, J=8.8), 7.56 (d, 1H, J=8.8 Hz), 7.87 (s, 1H), 8.10 (s, 1H).

Fuente