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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184837Generated: October 27, 2026

tert-Butyl (4-methyl-3-nitrophenyl)carbamate → 5-(Boc-amino)-2-methylaniline

https://huagongshe.com/reaction/1184837

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (4-methyl-3-nitrophenyl)carbamateHCID 18954623—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product5-(Boc-amino)-2-methylanilineHCID 2469978696.4%

Reaction Steps

10% palladium on charcoal (6 g) was added to a solution of (4-methyl-3-nitro-phenyl)-carbamic acid tert-butyl ester 26 (60 g, 238 mmol) in ethanol (1200 mL). The mixture was hydrogenated at atmospheric pressure at room temperature for 18 h. The palladium catalyst was removed by filtration over celite and the solvent was removed by evaporation to give (3-Amino-4-methyl-phenyl)-carbamic acid tert-butyl ester 27 (51 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669256B2
Source datasetuspto-grants-2014_03
ORD IDord-f2c75e4c4dce4a608de3c7a36308b3b2
Source noteuspto-grants-2014_03