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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 390593Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/390593

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 129 g (475 mmol) of tert-butyl (3-bromophenyl)carbamate in 800 mL of dimethylformamide 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 mL (470 mmol) of methyl iodide are added dropwise and stirring is continued for 18 hours. The reaction medium is poured into ice-cold water and extracted with ethyl acetate. The organic phase is separated out after settling of the phases, dried over magnesium sulfate, filtered and evaporated. 115 g (95%) of tert-butyl (3-bromophenyl)-N-methylcarbamate are obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08383652B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-b599c5a53c194c918e2b35c552be0eb2
Quellennotizuspto-grants-2013_02