反応 #1005977

反応方程式

2,2-dimethyl-6-trimethylsilanylethynylthiochroman-4-one

K2CO3

→

6-ethynyl-2,2-dimethylthiochroman-4-one

収率 99.0%

溶媒

H2O

MeOH

反応条件

後処理

1. 1
   抽出extracted with Et2O
2. 2
   洗浄The combined organic layers were washed with H2O and saturated aqueous NaCl
3. 3
   乾燥dried over MgSO4
4. 4
   その他Removal of the solvent under reduced pressure

実験手順

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).

出典