Sodium Hydroxide → 6-Iodobenzo[d][1,3]dioxol-5-amine
反応式
[I:1][C:2]1[C:3]([NH:11]C(=O)C)=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.[OH-].[Na+]>C(O)C.O>[I:1][C:2]1[C:3]([NH2:11])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1参加物
5
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).
後処理
- temperatureto reflux
- temperatureThe mixture was cooled
- customthe solvent was removed under vacuum
- customThe residue was partitioned between methylene chloride (100 mL) and water (100 mL)
- washThe organic layer was washed with water (2×100 mL)
- dry with materialdried (MgSO4)
- customevaporated under vacuum
出典と根拠
- ORDレコード
- ord-9c5f80d8943d43798ba4812aead649bc
- 出典データセット
- uspto-grants-2013_11
- 特許番号
- US08586605B2
反応ノート
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