反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][CH2:10][CH3:11])[CH:6]=[CH:5][C:4]=1[OH:12].[Na+].[I-].C([O-])([O-])=O.[K+].[K+].[S:21](Cl)([C:24]1[CH:30]=[CH:29][C:27]([CH3:28])=[CH:26][CH:25]=1)(=[O:23])=[O:22]>C(#N)C>[CH3:28][C:27]1[CH:29]=[CH:30][C:24]([S:21]([O:12][C:4]2[CH:5]=[CH:6][C:7]([CH2:9][CH2:10][CH3:11])=[CH:8][C:3]=2[O:2][CH3:1])(=[O:23])=[O:22])=[CH:25][CH:26]=1参加物
6
反応条件
- 温度
- 70 °C
実験手順
To a solution of 2-methoxy-4-propylphenol (10.0 mmol; 1.6 mL), NaI (1.0 mmol; 150 mg), and K2CO3 (11.0 mmol; 1.52 g), under argon, in acetonitrile (20 mL) was added tosyl chloride (10.5 mmol; 2.0 g). The reaction mixture was stirred at 70° C. for 36 hr, then quenched with NaOH (0.1N; 3 mL), and extracted with ethyl acetate (2*10 mL). Combined organic phases were washed with saturated NaHCO3 sat. (5 mL), dried over MgSO4, concentrated in vacuo. The crude was chromatographed on silica gel (gradient cyclohexane/dichloromethane) to yield the desired compound as a clear oil (2.13 g; 6.6 mmol; 66%).
後処理
- customquenched with NaOH (0.1N; 3 mL)
- extractionextracted with ethyl acetate (2*10 mL)
- washCombined organic phases were washed with saturated NaHCO3 sat. (5 mL)
- dry with materialdried over MgSO4
- concentrationconcentrated in vacuo
- customThe crude was chromatographed on silica gel (gradient cyclohexane/dichloromethane)
出典と根拠
- ORDレコード
- ord-477b4905aaed4a62861d78ee7c90c858
- 出典データセット
- uspto-grants-2014_05
- 特許番号
- US08722746B2
関連ノート
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