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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1867516Generated: October 30, 2026

Methyl iodide → tert-Butyl (4-bromophenyl)(methyl)carbamate

https://huagongshe.com/reaction/1867516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant4-Bromoaniline, N-BOC protectedHCID 2773608—
SolventDimethylformamideHCID 6228—
Producttert-Butyl (4-bromophenyl)(methyl)carbamateHCID 21873211—

Reaction Steps

0.263 mL (1.1 eq.) iodomethane are added dropwise at room temperature to a stirred suspension of 1.1 g (4 mmol) (4-bromo-phenyl)-carbamic acid tert-butyl ester and 2 g (1.6 eq.) cesium carbonate in 15 mL DMF. After stirring for an additional 18 hours, the reaction mixture is extracted with water/ethyl acetate and the combined organic phases are washed with brine, dried over magnesium sulfate and evaporated to yield the desired product as a colorless oil, which is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632851B2
Source datasetuspto-grants-2009_12
ORD IDord-3141bbca147b4d31be01ec0250486f34
Source noteuspto-grants-2009_12