Reaktion #1005977

Reaktionsgleichung

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

K2CO3

→

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

Ausbeute 99.0%

Lösungsmittel

H2O

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with Et2O
2. 2
   WaschenThe combined organic layers were washed with H2O and saturated aqueous NaCl
3. 3
   Trocknendried over MgSO4
4. 4
   SonstigeRemoval of the solvent under reduced pressure

Vorschrift

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).

Quelle