反应 #1005977
ord-440eb576dccc4716a6192a3c366f500c
反应方程式
2,2-dimethyl-6-trimethylsilanylethynylthiochroman-4-one
K2CO3
→
6-ethynyl-2,2-dimethylthiochroman-4-one
收率 99.0%
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1萃取extracted with Et2O
- 2洗涤The combined organic layers were washed with H2O and saturated aqueous NaCl
- 3干燥dried over MgSO4
- 4其他Removal of the solvent under reduced pressure
实验过程
A solution of 2,2-dimethyl-6-trimethylsilanylethynylthiochroman-4-one (110.0 mg, 0.38 mmol) and K2CO3 (40.0 mg, 0.29 mmol) in 10.0 mL MeOH was stirred overnight at room temperature. The solution was diluted with H2O and extracted with Et2O. The combined organic layers were washed with H2O and saturated aqueous NaCl and dried over MgSO4. Removal of the solvent under reduced pressure afforded 81 mg (99%) of the 6-ethynyl-2,2-dimethylthiochroman-4-one as an orange oil. 1H NMR (300 MHz, CDCl3) δ: 8.20 (1H, d, J=1.9 Hz), 7.46 (1H, dd, J=1.9, 8.1 Hz), 7.18 (1H, d, J=8.1 Hz), 3.08 (1H, s), 2.86 (2H, s), 1.46 (6H, s).