Potassium Hydroxide → 4-Chloro-2-ethynyl-1-methoxybenzene
反応式
[OH-].[K+].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([O:16][CH3:17])=[C:8]([C:10]#[C:11][Si](C)(C)C)[CH:9]=1>O.CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([O:16][CH3:17])=[C:8]([C:10]#[CH:11])[CH:9]=1参加物
5
実験手順
Add a solution of potassium hydroxide (3.28 g, 58.5 mmol) in water (30 mL) dropwise over 25 minutes to a stirred solution of (5-chloro-2-methoxy-phenylethynyl)-trimethylsilane (13.7 g, 57.4 mmol) in methanol (275 mL) and stir at room temperature for 2 hours. Concentrate, add brine to residue, and extract with EtOAc (×2). Dry organic layer over MgSO4 and concentrate to get 13 g of a black oil. Adsorb on SiO2 and purify the residue by flash chromatography on silica gel eluting with 0-5% EtOAc/hexanes to afford the title compound (8.98 g, 94%).
後処理
- concentrationConcentrate
- additionadd brine to residue
- extractionextract with EtOAc (×2)
- concentrationDry organic layer over MgSO4 and concentrate
出典と根拠
- ORDレコード
- ord-3577e47150fe40b9a16401540f918d3a
- 出典データセット
- uspto-grants-2010_02
- 特許番号
- US07662771B2
反応ノート
読み込み中…