5-Ethyl-4-[(4-methoxyphenyl)sulfonyl]-2-vinyl4,5-dihydrothieno[3,2-c]isoquinoline → 2,5-Diethyl-4-[(4-methoxyphenyl)sulfonyl]-4,5-dihydrothieno[3,2-c]isoquinoline

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Reaction Steps

A solution of 5-ethyl-4-[(4-methoxyphenyl)sulfonyl]-2-vinyl4,5-dihydrothieno[3,2-c]isoquinoline (1.44 g, 3.50 mmol) in ethyl acetate (35 mL) was hydrogenated over 10% palladium-on-carbon (0.29 g) at 23° C. and 1 atm. After 1 h the catalyst was filtered (Celite), washed with ethyl acetate (35 mL), and the filtrate was concentrated in vacuo to give the crude product (1.37 g) as a pale yellow solid. Recrystallization from boiling hexane provided the title compound (1.26 g, 87%, m.p. 105.0-105.5° C.) as shiny pale yellow needles.

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