Water → 10,11-Dihydro-3-methyl-5H-dibenzo[a,d]cyclohepten-5-one

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Reaction Steps

The acid from Step A (37.5 g) in sulfolane (200 ml) was heated to 110° C. and polyphosphoric acid (150 ml) added. After 1.5 hr at 110° C. the mixture was poured into water (500ml). extracted with hexane (3×200 ml) and the extract washed, dried, diluted with an equal volume of ether and percolated through silica (200 g). The eluate Was evaporated to afford 3-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (30.5 g) as an oil. 60MHz NMR in deuterochloroform 2.35 (CH3), 3.20 ppm [(CH2)2 ].

Provenance & Evidence