Iodine → 5-Bromonaphthalene-2-carboxylic acid
反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([OH:13])=[O:12].[Br:14]Br.II>C(O)(=O)C>[Br:14][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[CH:4]=[CH:3][C:2]([C:11]([OH:13])=[O:12])=[CH:1]2参加物
5
実験手順
To a boiling solution of 2-naphthoic acid (10.00 g, 58.14 mmol) in acetic acid (50 mL) is added dropwise bromine (3 mL) containing iodine (0.25 g). After the addition is complete, the solution is refluxed for 0.5 hr. A white precipitate forms during cooling and is isolated by filtration, washed with acetic acid and then water. The solid is triturated in methanol (100 mL) and 7.01 g (53.4% yield) of the desired product is obtained as a white solid. m.p. 248-250° C. 1H NMR (300 MHz, CD3OD): δ 8.94 (d, J=1.8 Hz, 1H), 8.52-8.42 (m, 3H), 8.27 (dd, J=1.8, 7.5 Hz, 1H), 7.79 (t, J=8.4 Hz, 1H).
後処理
- additionAfter the addition
- temperaturethe solution is refluxed for 0.5 hr
- temperatureA white precipitate forms during cooling
- customis isolated by filtration
- washwashed with acetic acid
- customThe solid is triturated in methanol (100 mL)
出典と根拠
- ORDレコード
- ord-49889830defc4e909a60fd35f4a4cc42
- 出典データセット
- uspto-grants-2008_05
- 特許番号
- US07368462B1
反応ノート
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