Sodium Chloride → HCID 68498600, compound

Participants

Reaction Steps

2-[4-(N-Monomethylamino)phenyl]-6-hydroxybenzothiophene (115, 150 mg, 0.59 mmol) and potassium carbonate (122 mg, 0.89 mmol) were dissolved in dimethylacetimide (10 mL), and 3-(t-butyldiphenylsilyloxy)propyl bromide (TBDMSO-CH2CH2CH2Br) (444 mg, 1.18 mmol) was added. The reaction mixture was reacted at 90° C. for 6 hours. To the reaction mixture was added an aqueous solution of sodium chloride and organic compounds were extracted with ethyl acetate. The recovered organic solution 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-[3-(t-butyldiphenylsilyloxy)propoxy]benzothiophene (120, 225 mg, 69%) as a yellow solid.

Provenance & Evidence