반응 #1005977
ord-440eb576dccc4716a6192a3c366f500c
반응 방정식
2,2-dimethyl-6-trimethylsilanylethynylthiochroman-4-one
K2CO3
→
6-ethynyl-2,2-dimethylthiochroman-4-one
수율 99.0%
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1추출extracted with Et2O
- 2세척The combined organic layers were washed with H2O and saturated aqueous NaCl
- 3건조dried over MgSO4
- 4기타Removal of the solvent under reduced pressure
실험 절차
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).