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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1092274Erstellt: 25. Oktober 2026

Methyl iodide → N-BOC-N-Methyl-3-bromoaniline

https://huagongshe.com/reaction/1092274

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
EduktN-(tert-Butoxycarbonyl)-3-bromoanilineHCID 2757254—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-BOC-N-Methyl-3-bromoanilineHCID 2299714895%

Reaktionsschritte

To a solution of 114 g (447 mmol) of tert-butyl (3-bromophenyl)carbamate in 800 ml of DMF are added portionwise 19 g (475 mmol) of sodium hydride (60% in oil) and the reaction medium is stirred until the evolution of gas has ceased. 29.3 ml (470 mmol) of methyl iodide are added dropwise and stirring is continued for 18 hours. The reaction medium is poured into ice-water and extracted with ethyl acetate. The organic phase is separated out by settling of the phases, dried over magnesium sulfate and evaporated. 115 g of tert-butyl (3-bromophenyl)-N-methylcarbamate are obtained in a yield of 95%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08129416B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-ba3433e1390b426396c07058c5da4ea4
Quellennotizuspto-grants-2012_03