تفاعل #1563909

معادلة التفاعل

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

NaOH

→

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

المردود 98.5%

المذيبات

ethanol

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto reflux
2. 2
   درجة الحرارةThe mixture was cooled
3. 3
   أخرىthe solvent was removed under vacuum
4. 4
   أخرىThe residue was partitioned between methylene chloride (100 mL) and water (100 mL)
5. 5
   غسيلThe organic layer was washed with water (2×100 mL)
6. 6
   تجفيفdried (MgSO4)
7. 7
   أخرىevaporated under vacuum

الإجراء التجريبي

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).

المصدر