Potassium Carbonate → HCID 59536223, compound

Participants

Reaction Conditions

Reaction Steps

2-[4-(N-Monomethylamino)phenyl]-6-hydroxybenzothiophene (113, 1.56 g, 4.52 mmol) and potassium carbonate (1.88 g, 13.57 mmol) were dissolved in dimethylacetimide (40 mL), 1-(t-butyldimethylsilyloxy)ethyl bromide (TBDMSO-CH2CH2Br) (114, 1.08 g, 4.52 mmol) was added thereto, and the reaction mixture was heated at 80° C. for 24 hours. To the reaction mixture was added an aqueous solution of ammonium chloride, and organic compounds were extracted with ethyl acetate. The recovered organic solvent was washed with a brine solution and dried over sodium sulfate. Purification was performed by column chromatography to give 2-[4-(N-monomethylamino)phenyl]-6-[2-(t-butyldimethylsilyloxy)ethoxy]benzothiophene (115, 804 mg, 43%) as a yellow solid. The obtained target compound 115 had a melting point of 118-119° C., and the following physical data;

Provenance & Evidence