HCID 14520343, compound → HCID 178421897, compound

Participants

Reaction Steps

9.45 g (0.0183 mole) of alpha-(2,2,6-trimethyl-4H-1,3-benzodioxin-8-yl)-1-triphenylmethyl-1H-imidazole-4-methanol (prepared in Example 1.C.6.), dissolved in 300 ml of methanol, are subjected to hyrogeolysis in the presence of 0.6 g of 10% palladium on carbon for 4 hours at 80° C., under a hydrogen pressure of 2 hours. The catalyst is then filtered off and the solvent removed. The residue obtained is stirred in diethyl ether to remove the triphenylmethane, then chromatographed on 700 g of silica (10 μm) (eluent: 95:5 v/v dichloromethane-methanol). A 60:40 mixture of 4-[(2,2,6-trimethyl-4H-1,3-benzodioxin-8-yl)(methoxy)methyl]-1H-imidazole and 4-[(2,2,6-trimethyl-4H-1,3-benzodioxin-8-yl)methyl]-1H-imidazole is isolated and identified by NMR by the presence of a peak corresponding to the methoxy radical (DMSO: delta 3.13). The mixture is used as such in the following step.

Provenance & Evidence