p-Toluenesulfonic acid → HCID 20239914, compound

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Reaction Steps

A solution of 5-(2-hydroxyphenyl)-4-ethoxycarbonyl-2-propionylcyclohexane-1,3-dione (100 mg) and p-toluenesulphonic acid (10 mg) in toluene (5 ml) was heated under reflux for 1 hour. The solution was washed with dilute aqueous sodium bicarbonate and the toluene layer was dried (MgSO4) and evaporated to give 8-propionyl-10,10a-dihydro-6H-dibenzo[b,d]-pyran-6,7,9-(6aH,8H)trione (80 mg) as a pale yellow oil, proton magnetic resonance spectrum (CDCl3 ; δ in ppm): 0.8-1.3 (3H,m); 2.8-4.0 (6H,m); 6.9 (4H,bs); 18.1 (1H,bs).

Provenance & Evidence