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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430778Generated: October 25, 2026

Di-tert-butyl dicarbonate → Tert-butyl (3-bromo-2-chloro-5-cyanophenyl)carbamate

https://huagongshe.com/reaction/1430778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant3-Amino-5-bromo-4-chlorobenzonitrileHCID 86708456—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductTert-butyl (3-bromo-2-chloro-5-cyanophenyl)carbamateHCID 8670848152.9%

Reaction Steps

To a solution of 3-amino-5-bromo-4-chlorobenzonitrile (0.88 g, 3.80 mmol) in DCM (25 mL) was added TEA (1.590 mL, 11.41 mmol), BOC2O (1.059 mL, 4.56 mmol) and DMAP (0.464 g, 3.80 mmol). The mixture was stirred at RT for 16 h. The reaction mixture was concentrated, the crude product was purified using ISCO silica gel column (24 g, EtOAc/hexane=0-30%) to give 0.667 g of tert-butyl 3-bromo-2-chloro-5-cyanophenylcarbamate as white solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940736B2
Source datasetuspto-grants-2015_01
ORD IDord-a439a39058bc444686e10e242765d182
Source noteuspto-grants-2015_01