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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1884185Erstellt: 26. Oktober 2026

4-Chloroanisole → 1,1'-Biphenyl, 4,4'-dimethoxy-

https://huagongshe.com/reaction/1884185

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-ChloroanisoleHCID 12167—
EduktCesium fluorideHCID 25953—
Edukt(4-Methoxyphenyl)boronic acidHCID 201262—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
KatalysatorHCID 13311825HCID 13311825—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1,1'-Biphenyl, 4,4'-dimethoxy-HCID 1648499,4%

Reaktionsschritte

The general procedure from Example 12 was followed using 4-chloroanisole (143 mg, 1.0 mmol) and 4—MeOC6H4B(OH)2 (228 mg, 1.5 mmol) with Pd2(dba)3 (13.3 mg, 0.0145 mmol) and (Me3C)2PH(O) from Experiment 2 (9.6 mg, 0.058 mmol) and CsF (456 mg, 3.0 mmol) in 3.0 mL of 1,4-dioxane. After 24 h, the reaction mixture was chromatographed with 5% ethyl acetate/hexane to give 213 mg (99% yield) of 4-(4-methoxyphenyl)anisole. It was >95% pure by 1H NMR and GC/MS. 1H NMR (500 MHz, CDCl3): δ7.38 (d, J=8.68 Hz, 4H), 6.86 (d, J=8.68 Hz, 4H), 3.74 (s, 6H) ppm. 13C NMR (125 MHz, CDCl3): δ158.7, 133.5, 127.7, 114.2, 55.3 ppm.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06762330B2
Quelldatensatzuspto-grants-2004_07
ORD IDord-2503825783664ca3af87338fb6ef19e2
Quellennotizuspto-grants-2004_07