Hexahydrophthalic anhydride, cis- → Cyclohexanecarboxylic acid

Participants

Reaction Steps

In 90 ml tetrahydrofuran, 48.1 g of cis-1,2-cyclohexanedicarboxylic anhydride, 46.3 g of the (1,4,4-trimethyl-3,5-dioxyanyl)methane-1-ol prepared in Synthesis Example 1 and 1.8 g of 4-(dimethylamino)pyridine were dissolved, and the resulting mixture was refluxed for 6 hours under heating. After the elimination of the tetrahydrofuran by distillation, the mixture was subjected to silica gel column chromatography to yield 54.7 g of 2-((1,4,4-trimethyl-3,5-dioxanyl) methyl) oxycarbonyl) cyclohexanecarboxylic acid.

Provenance & Evidence