Sodium Iodide → (R)-3-iodo-1-phenyl-1-propanol
反応式
Cl[CH2:2][CH2:3][C@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5].[I-:12].[Na+]>CC(C)=O>[I:12][CH2:2][CH2:3][C@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5]参加物
4
実験手順
To a solution of (R)-(+)-3-chloro-1-phenyl-1-propanol (5 g, 29.3 mmol) in acetone (50 mL) was added sodium iodide (4.83 g, 32.2 mmol). The resulting solution was heated at reflux for 16 h. The solution was cooled, filtered and concentrated in vacuo. The residue was purified by flash chromatography eluting silica gel with hexane: ethyl acetate [100:0 to 3:1] to yield the title compound as a white solid (7.51 g, 98%); δH (300 MHz, CDCl3) 7.36 (5H, m, Ar), 4.83 (1H, m, O—CH), 3.34-3.15 (2H, m, CH2), 2.28-2.15 (2H, m, CH2).
後処理
- temperatureThe resulting solution was heated
- temperatureat reflux for 16 h
- temperatureThe solution was cooled
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe residue was purified by flash chromatography
- washeluting silica gel with hexane
出典と根拠
- ORDレコード
- ord-35d99c2432b14763876412b606f19608
- 出典データセット
- uspto-grants-2008_08
- 特許番号
- US07410982B2
反応ノート
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