Tetrahydrofuran → Ethyl(6-formyl-1-benzothiophen-3-yl)acetate
Reaktionsgleichung
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([CH:15]([OH:18])CO)=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2].C1COCC1>O>[CH2:1]([O:3][C:4](=[O:19])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([CH:15]=[O:18])=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a mixture of ethyl(6-(1,2-dihydroxyethyl)-1-benzothiophen-3-yl)acetate (200 mg), THF (2 mL) and water (2.0 mL) was added NaIO4 (458 mg) at room temperature. The mixture was stirred at room temperature for 30 min. The mixture was quenched with saturated aqueous Na2S2O3 at room temperature and extracted with EtOAc. The organic layer was separated, washed successively with brine twice, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (160 mg).