1-Allyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-cyclohexanecarboxylic acid ethyl ester → 4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-((E)-propenyl)-cyclohexanecarboxylic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

1-Allyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-cyclohexanecarboxylic acid ethyl ester (Intermediate 73, 975 mg, 2.86 mmol) was dissolved in ethanol (13.900 mL) in a roundbottom flask with reflux condensor. The flask was charged with rhodium(III) chloride (32.5 mg, 0.143 mmol), and the reaction mixture was heated to 75° C. and stirred for 18 hr, then filtered and concentrated in vacuo to yield the title compound as a brown oil (965 mg, 99%) which was taken to the next step without further purification.

Provenance & Evidence