Benzenethiol, 2-(1-methylethyl)- → 5-(2-Isopropylphenylthio)furan-3-carboxylic Acid

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Reaction Steps

Following the procedure of Example 9, o-isopropylthiophenol [4.77 g., 31.4 mmoles; Hansch and Blondon, J. Am. Chem. Soc. 70, 1561 (1948)] was reacted with 5-bromofuran-3-carboxylic acid. Rather than recover the initial crude product by filtration, the mixture was reextracted with ethyl acetate, the ethyl acetate back-washed with water and saturated brine, dried over anhydrous sodium sulfate and evaporated to yield crude product. Recrystallization from hexane produced purified 5-(2-isopropylphenylthio)furan (785 mg., m.p. 117°-120° C., m/e 262).

Provenance & Evidence