2-But-3-enyl-2-thiophen-2-yl-hex-5-enoic acid ethyl ester → 1-Thiophen-2-yl-cyclohept-4-enecarboxylic acid ethyl ester

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Reaction Steps

To 2-but-3-enyl-2-thiophen-2-yl-hex-5-enoic acid ethyl ester (Example 5a) (3.18 g) in dichloromethane (100 mL) was added Grubbs Catalyst (2nd Generation, Sigma-Aldrich Company Ltd) (0.100 g). The mixture was warmed to reflux under nitrogen. After 20 hours the mixture was allowed to cool to room temperature and evaporated to an oil. Purification by column chromatography on silica eluting with ethyl acetate/isohexane (10:90) to yield the sub-titled compound (2.60 g) as a coloured oil.

Provenance & Evidence