Реакция #1005977

Уравнение реакции

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

K2CO3

→

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

Выход 99.0%

Растворители

H2O

MeOH

Условия реакции

Обработка

1. 1
   Экстракцияextracted with Et2O
2. 2
   ПромывкаThe combined organic layers were washed with H2O and saturated aqueous NaCl
3. 3
   Сушкаdried over MgSO4
4. 4
   ДругоеRemoval of the solvent under reduced pressure

Методика

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).

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