Tetrahydrofuran → (3-Fluoro-4-methylphenyl)methanol
反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1OC)[CH:5]=[O:6].[H-].[CH2:13]1COCC1>>[F:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[CH:8][C:9]=1[CH3:13]参加物
4
実験手順
3-fluoro-p-anisaldehyde (12.5 g, 81.1 mmol) was dissolved in 100 ml THF. Under N2 a solution of diisobutylalumium hydride (100 ml, 1M in THF) was added at 0° C. over 30 min. The reaction was stirred for 30 min and quenched with 250 ml 1N HCl solution. The resulting mixture was stirred for 15 min and filtered through a short column of Celite®. The product was extracted with ethyl acetate. The aqueous layer was extracted with ethyl acetate. The combined organic layer was dried with MgSO4, and concentrated to give a viscous oil in 11.6 g. This product was used without further purification. NMR spectra of the product were consistent for the proposed structure.
後処理
- customquenched with 250 ml 1N HCl solution
- stirringThe resulting mixture was stirred for 15 min
- filtrationfiltered through a short column of Celite®
- extractionThe product was extracted with ethyl acetate
- extractionThe aqueous layer was extracted with ethyl acetate
- dry with materialThe combined organic layer was dried with MgSO4
- concentrationconcentrated
- customto give a viscous oil in 11.6 g
- customThis product was used without further purification
出典と根拠
- ORDレコード
- ord-bf392f0a846f4d91a1843c480a0448e3
- 出典データセット
- uspto-grants-2003_03
- 特許番号
- US06531494B1
反応ノート
読み込み中…