Benzyl Bromide → 5-Dibenzylamino-benzo[b]thiophene-2-carboxylic acid ethyl ester

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Reaction Steps

Ethyl 5-aminobenzothiophene -2-carboxylate (74 mg, 0.344 mmol) was dissolved in 1 mL of anhydrous DMF and reacted with benzyl bromide (100 μL, 0.84 mmol) in the presence of potassium carbonate (97 mg, 0.70 mmol) at 80° C. under a nitrogen atmosphere for 16 h. The reaction mixture was diluted with water and sat. sodium bicarbonate and extracted with ethyl acetate. The organic phase was dried over sodium sulfate. The solvent was removed under reduced pressure and the crude left under high vacuum overnight. It was used in the next step without further purification. MS (EI): cal'd 402 (MH+), exp 402 (MH+).

Provenance & Evidence