反応 #1563909

反応方程式

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

NaOH

→

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

収率 98.5%

溶媒

ethanol

water

反応条件

後処理

1. 1
   温度to reflux
2. 2
   温度The mixture was cooled
3. 3
   その他the solvent was removed under vacuum
4. 4
   その他The residue was partitioned between methylene chloride (100 mL) and water (100 mL)
5. 5
   洗浄The organic layer was washed with water (2×100 mL)
6. 6
   乾燥dried (MgSO4)
7. 7
   その他evaporated under vacuum

実験手順

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).

出典