反应详情

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)+.

1. concentrationConcentrate
2. additionadd brine to residue
3. extractionextract with EtOAc (×3)
4. customDry
5. concentrationconcentrate
6. additionadd CHCl3
7. concentrationconcentrate
8. customto get 2.82 g light yellow solid
9. customPurify the residue by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes