Sodium Hydroxide → 6-Iodobenzo[d][1,3]dioxol-5-amine

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).

1. temperatureto reflux
2. temperatureThe mixture was cooled
3. customthe solvent was removed under vacuum
4. customThe residue was partitioned between methylene chloride (100 mL) and water (100 mL)
5. washThe organic layer was washed with water (2×100 mL)
6. dry with materialdried (MgSO4)
7. customevaporated under vacuum

ORD 기록

ord-860f375ec3cd4d27b866690d10ed8b72

출처 데이터셋

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08722703B2