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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258624Generated: November 1, 2026

Ammonium Chloride → Tert-butyl 3-amino-4-chlorobenzylcarbamate

https://huagongshe.com/reaction/1258624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyl 4-chloro-3-nitrobenzylcarbamateHCID 22981312—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
ProductTert-butyl 3-amino-4-chlorobenzylcarbamateHCID 22981266—

Reaction Conditions

Temperature90 °C

Reaction Steps

Sat. aq. NH4Cl (50 mL) followed by iron powder (5.51 g, 98.7 mmol) were added at rt to a mixture of tert-butyl 4-chloro-3-nitrobenzylcarbamate (5.66 g, 19.7 mmol) and EtOH (50 mL). After stirring for 4 h at 80° C., 4 h at 90° C. and at rt overnight the reaction mixture was filtered through celite and washed with EtOAc. The aq. layer was extracted with EtOAc. The combined extracts were washed with brine, dried over Na2SO4 and concentrated to give the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466186B2
Source datasetuspto-grants-2013_06
ORD IDord-cdd280aac7974714b5bfef5d93b39512
Source noteuspto-grants-2013_06