Potassium Hydroxide → N-(2-ethynylphenyl)acetamide
反応式
[OH-].[K+].C[Si](C)(C)[C:5]#[C:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH:13][C:14](=[O:16])[CH3:15]>O.CO>[C:6]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH:13][C:14](=[O:16])[CH3:15])#[CH:5]参加物
5
実験手順
Add a solution of potassium hydroxide (1.62 g, 28.8 mmol) in water (100 mL) dropwise to a rapidly stirred solution of N-(2-trimethylsilanylethynyl-phenyl)-acetamide (4.44 g, 19.2 mmol) in methanol (50 mL) and stir at room temperature for 4 hours. Concentrate, add brine to residue and extract with EtOAc (×3). Dry combined organic layers over MgSO4, concentrate, add CHCl3 and concentrate to get 2.82 g light yellow solid. Purify the residue by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes to afford the title compound (2.56 g, 84%). MS (IS) 160 (M+1)+.
後処理
- concentrationConcentrate
- additionadd brine to residue
- extractionextract with EtOAc (×3)
- customDry
- concentrationconcentrate
- additionadd CHCl3
- concentrationconcentrate
- customto get 2.82 g light yellow solid
- customPurify the residue by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes
出典と根拠
- ORDレコード
- ord-5f5bbdedbbe24e3fbdf6976c7a4b18cf
- 出典データセット
- uspto-grants-2014_07
- 特許番号
- US08765796B2
反応ノート
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