Ethyl 2-(3-(4-benzyloxybenzyl)-2-oxoimidazolidin-1-yl)-3-methylbutyrate → Ethyl 2-(3-(4-hydroxybenzyl)-2-oxoimidazolidin-1-yl)-3-methylbutyrate

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Reaction Steps

Ethyl 2-(3-(4-benzyloxybenzyl)-2-oxoimidazolidin-1-yl)-3-methylbutyrate (400 mg; 0.97 mmol) was dissolved in ethanol (20 ml). Pd(OH)2 (100 mg; 0.71 mmol) was added thereto, and hydrogenation was carried out under about 1 atm. of hydrogen for 3 h. The catalyst was filtered off through kieselguhr and washed with ethanol (2×; 20 ml). The solvent was removed under reduced pressure. Purification of the residue by column chromatography (SiO2) resulted in ethyl 2-(3-(4-hydroxybenzyl)-2-oxoimidazolidin-1-yl)-3-methylbutyrate (300 mg; 0.94 mmol). MS: 321.35 (M+H); Rt: 1.24 min (method: gradient 0 min 96% H2O (0.05% TFA) 2.0 min 95% acetonitrile, 95% acetonitrile to 2.4 min, 4% acetonitrile 2.45 min; flow rate 1 ml/min; column 0.4 μL (YMC J'sphere ODS H80 20X2 1.4μ); 30° C.)

Provenance & Evidence