HCID 67126235、化合物 → 6-Chloro-7-fluoro-3-methylnaphthalen-1-ol
反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([CH3:17])=[CH:11][C:12]([O:14]CC)=O)[CH:5]=[CH:6][C:7]=1[F:8]>S(=O)(=O)(O)O.O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][C:7]=1[F:8])[C:12]([OH:14])=[CH:11][C:10]([CH3:17])=[CH:9]2参加物
4
実験手順
A solution of ethyl 4-(3-chloro-4-fluorophenyl)-3-methylbut-2-enoate (9.7 g, 37.8 mmol) in concentrated sulfuric acid (40 mL) was stirred at 50° C. overnight. The reaction mixture was poured onto ice and diluted with water and extracted with ethyl acetate. The organic layer was concentrated and purified by flash column chromatography (silica gel, ethyl acetate/hexanes) to give a pale yellow solid (1.57 g). 1H-NMR: 400 MHz, (CDCl3) δ: 7.83 (d, J=10.4 Hz, 1H), 7.75 (d, J=7.2 Hz, 1H), 7.11 (s, 1H), 6.67 (s, 1H), 2.42 (s, 3H).
後処理
- additionThe reaction mixture was poured onto ice
- extractionextracted with ethyl acetate
- concentrationThe organic layer was concentrated
- custompurified by flash column chromatography (silica gel, ethyl acetate/hexanes)
出典と根拠
- ORDレコード
- ord-db69d8db1fe649929295841ccf6acb45
- 出典データセット
- uspto-grants-2015_08
- 特許番号
- US09102614B2
反応ノート
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