Reacción #1005977

Ecuación de reacción

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

K2CO3

→

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

Rendimiento 99.0%

Disolventes

H2O

MeOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with Et2O
2. 2
   LavadoThe combined organic layers were washed with H2O and saturated aqueous NaCl
3. 3
   Secadodried over MgSO4
4. 4
   OtroRemoval of the solvent under reduced pressure

Procedimiento

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).

Fuente