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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 72659Erstellt: 25. Oktober 2026

Benzoyl Peroxide → 3-Methoxy-2-nitro-6-pyridylmethyl bromide

https://huagongshe.com/reaction/72659

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzoyl PeroxideHCID 7187—
EduktSodium HydroxideHCID 14798—
EduktN-bromobutanimideHCID 67184—
Edukt3-Methoxy-6-methyl-2-nitropyridineHCID 2727965—
LösungsmittelCarbon TetrachlorideHCID 5943—
Produkt3-Methoxy-2-nitro-6-pyridylmethyl bromideHCID 14405124—

Reaktionsschritte

A mixture of 3-methoxy-6-methyl-2-nitropyridine (10.08 g, 60 mmol), NBS (9.79 g, 55 mmol), and benzoyl peroxide (2 g, 6 mmol) in CCl4 (250 mL) was refluxed for 56 hours under nitrogen atmosphere. The reaction mixture was added 100 mL 1M NaOH aq. and extracted using ethyl acetate (3×300 mL). The combined organic layer was dried over Mg2SO4 and filtered. The solvent was evaporated to yield a brown oily. 1H-NMR (CDCl3): δ 3.99 (s, 3H, OCH3), 4.51 (s, 2H, CH2), 7.55 (d, 1H, J=8.8 Hz, Py-H), 7.70 (d, 1H, J=8.4 Hz, Py-H). HR-MS (ESI+) m/z 246.9600 [M+1]+ C7H7BrN2O3 requires 245.9640.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829003B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-836af7366fa74fcda1241520e5f003c4
Quellennotizuspto-grants-2014_09