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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74007Erstellt: 26. Oktober 2026

Methyl iodide → 1-Bromo-5-(tert-butyl)-4-methoxy-2-nitrobenzene

https://huagongshe.com/reaction/74007

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktCesium carbonateHCID 10796—
Edukt2-Tert-butyl-4-bromo-5-nitrophenolHCID 57470236—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Bromo-5-(tert-butyl)-4-methoxy-2-nitrobenzeneHCID 5747024569,4%

Reaktionsschritte

To a mixture of 2-tert-butyl-4-bromo-5-nitrophenol (C-14-a) (1.5 g, 5.5 mmol) and Cs2CO3 (2.2 g, 6.6 mmol) in DMF (6 mL) was added methyl iodide (5150 μL, 8.3 mmol). The mixture was stirred at room temperature for 4 h, diluted with H2O and extracted twice with EtOAc. The combined organic layers were washed with brine and dried over MgSO4. After removal of solvent, the residue was washed with hexane to yield 1-tert-butyl-2-methoxy-5-bromo-4-nitrobenzene (1.1 g, 69%). 1H NMR (400 MHz, CDCl3) δ 7.58 (s, 1H), 7.44 (s, 1H), 3.92 (s, 3H), 1.39 (s, 9H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829204B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-13187eb35a6a4487811acc574cebbf76
Quellennotizuspto-grants-2014_09