Chlorosuccinimide → 2-Chloro-5-phenyl-thiophene-3-carboxylic acid ethyl ester

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Reaction Steps

Ethyl-2-phenylthiophen-4-carboxylate (0.5 g, 2.15 mmol) was dissolved in acetic acid (5 mL). N-chlorosuccinimide (2.17 mmol) was added and the reaction stirred overnight. The reaction was concentrated under vacuum and purified by flash chromatography on silica, eluting with 0%-50% ethyl acetate in cyclohexane. The fractions containing the desired product were concentrated under vacuum to give the title compound (0.44 g). 1H NMR (400 MHz, CHCl3-d): δ 7.5 (d, 2H), 7.4-7.25 (m, 4H), 4.4 (q, 2H), 1.4 (t, 3H).

Provenance & Evidence