[4-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-phenyl]-methyl-carbamic acid benzyl ester → 4-[(tert-butyldimethylsilyl)oxy]-N,2-dimethylaniline

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The mixture of [4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-phenyl]-methyl-carbamic acid benzyl ester (14.0 g, 36.0 mmol) and palladium on carbon (10 wt %, 0.5 g) in methanol (100.0 mL) is stirred under a hydrogen atmosphere (balloon) at room temperature overnight. After filtration the filtrate is concentrated under reduced pressure to a residue. The residue is purified by flash chromatography to give the title compound as oil (7.4 g, 81%). LC-ES/MS: 252.3 (M+1).

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