Hydrochloric Acid → Methyl 4,5-diamino-2-hydroxybenzoate
反応式
[NH2:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([OH:15])[CH:3]=1.Cl>CO.[Fe]>[NH2:1][C:2]1[C:11]([NH2:12])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([OH:15])[CH:3]=1参加物
5
実験手順
To a solution of methyl 4-amino-2-hydroxy-5-nitrobenzoate (step 5 of intermediate-1) (0.500 g, 2.35 mmol) in methanol (15.0 mL), iron powder (0.646 g, 11.7 mmol) was added with conc. HCl (5 mL). The reaction mass was refluxed for 2 h. Methanol was removed under vacuum and then water was added. The reaction mass was basified with Na2CO3 and extracted with DCM. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 0.500 g of the desired product. 1HNMR (DMSO-d6): δ 3.76 (s, 3H), 4.29 (s, 2H), 5.64 (s, 2H), 6.01 (s, 1H), 6.89 (s, 1H), 10.28 (s, 1H).
後処理
- temperatureThe reaction mass was refluxed for 2 h
- customMethanol was removed under vacuum
- additionwater was added
- extractionextracted with DCM
- dry with materialThe organic layer was dried over anhydrous sodium sulphate
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-e7c7790e437c46af943f80ef656c9e63
- 出典データセット
- uspto-grants-2013_08
- 特許番号
- US08519149B2
反応ノート
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