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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217484Generated: October 26, 2026

Methyl chloroformate → Methyl [3,5-bis(trifluoromethyl)benzyl](2-bromo-5-nitrobenzyl)carbamate

https://huagongshe.com/reaction/217484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
Reactant[3,5-Bis(trifluoromethyl)benzyl](2-bromo-5-nitrobenzyl)amineHCID 86615393—
SolventDichloromethaneHCID 6344—
ProductMethyl [3,5-bis(trifluoromethyl)benzyl](2-bromo-5-nitrobenzyl)carbamateHCID 86615394—

Reaction Steps

To a solution of [3,5-bis(trifluoromethyl)benzyl](2-bromo-5-nitrobenzyl)amine from Step C (0.47 g, 1.0 mmol) in methylene chloride (20 ml) at room temperature, methyl chloroformate (0.12 ml, 1.54 mmol) and triethylamine (0.29 ml, 2.05 mmol) were added. The solution was stirred at room temperature for 18 h. The solvent was removed under reduced pressure. The title compound was obtained by flash column chromatography using 1:9 EtOAc/hexane as the eluant. 1H NMR (CDCl3, 500 MHz) δ 8.11 (m, 1H), 8.02 (dd, J=9.0, 2.5 Hz, 1H), 7.81 (s, 1H), 7.74 (d, J=9.0 Hz, 1H), 7.70 (m, 1H), 7.65 (m, 1H), 4.67 (m, 4H), 3.89 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193365B2
Source datasetuspto-grants-2012_06
ORD IDord-6c88d3264761449c8881c8459c370794
Source noteuspto-grants-2012_06