Reaktion #1563909

Reaktionsgleichung

N-(6-iodobenzo[d][1,3]dioxol-5-yl)acetamide

NaOH

→

6-iodobenzo[d][1,3]dioxol-5-amine

Ausbeute 98.5%

Lösungsmittel

ethanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux
2. 2
   TemperaturThe mixture was cooled
3. 3
   Sonstigethe solvent was removed under vacuum
4. 4
   SonstigeThe residue was partitioned between methylene chloride (100 mL) and water (100 mL)
5. 5
   WaschenThe organic layer was washed with water (2×100 mL)
6. 6
   Trocknendried (MgSO4)
7. 7
   Sonstigeevaporated under vacuum

Vorschrift

A solution of N-(6-iodobenzo[d][1,3]dioxol-5-yl)acetamide (200 mg, 0.656 mmol) and NaOH (1.31 g, 32.8 mmol) in ethanol (26 mL) and water (6 mL) was heated to reflux with stirring for 4 h. The mixture was cooled and the solvent was removed under vacuum. The residue was partitioned between methylene chloride (100 mL) and water (100 mL). The organic layer was washed with water (2×100 mL), dried (MgSO4) and evaporated under vacuum to give 6-iodobenzo[d][1,3]dioxol-5-amine (170 mg, 98%) as orange solid. LCMS: 264 [M+1]+; 1H NMR (DMSO-d6) δ 4.88 (s, 2H), 5.87 (s, 2H), 6.47 (s, 1H), 7.07 (s, 1H).

Quelle