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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 750052Erstellt: 24. Oktober 2026

Anisole → 4-Bromo-4'-methoxybenzophenone

https://huagongshe.com/de/reaction/750052

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAnisoleHCID 7519—
Edukt4-Bromobenzoyl chlorideHCID 68515—
EduktAluminum(III) ChlorideHCID 6451240—
LösungsmittelNitrobenzeneHCID 7416—
Produkt4-Bromo-4'-methoxybenzophenoneHCID 79433394,8%

Reaktionsschritte

To a solution of 4-bromo-benzoyl chloride (3.3 g, 15 mmol) and AlCl3 (2.6 g, 20 mmol) in nitrobenzene (20 mL) was added a solution of methoxy-benzene (1.5 g, 14.5 mmol) in nitrobenzene (5 mL) slowly at 0° C. The resulting mixture was allowed to warm to rt and stir at rt for 16 h. The mixture was poured onto 150 mL ice-water solution and extracted with CH2Cl2 (5×100 mL). The combined organic layers were washed with water (2×100 mL) and brine (50 mL). and dried over anhy. Na2SO4. The solvent was removed in vacuo to obtain the crude product which was purified by recrystallization from cyclohexane to yield the title product (4.0 g, 91%) as a solid; 1H NMR (500 MHz, CDCl3); δ 3.90 (s, 3H), 6.97 (d, J=8.5, 2H), 7.63 (d, J=2.0, 4H), 7.79 (d, J=9.0, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07402684B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-dcd0a86d7a764c75846d1b64edff917b
Quellennotizuspto-grants-2008_07