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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 386633Erstellt: 25. Oktober 2026

Cesium carbonate → Methyl 4'-hydroxy-3',5'-dimethylbiphenyl-4-carboxylate

https://huagongshe.com/reaction/386633

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktMethyl 4-bromobenzoateHCID 12081—
Edukt2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734649—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
ProduktMethyl 4'-hydroxy-3',5'-dimethylbiphenyl-4-carboxylateHCID 5774735679,1%

Reaktionsschritte

A solution of 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (525 mg, 2.12 mmol), methyl 4-bromobenzoate (460 mg, 2.14 mmol), PdCl2(dppf) (80 mg, 0.11 mmol) and Cs2CO3 (1.40 g, 4.31 mmol) in DMF (10 mL, 5% H2O) was heated at 80° C. for 1 h. The reaction mixture was diluted with EtOAc (50 mL), washed with H2O (2×50 mL), and dried over Na2SO4. Purification on a silica gel column gave the desired product as a pale yellow solid (430 mg). NMR (CDCl3): δ 8.08 (d, 2H), 7.62 (d, 2H), 7.29 (s, 2H), 4.75 (s, 1H), 3.95 (s, 3H), 2.35 (s, 6H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08372852B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-d0c5875a1b674ebf8ad0a14487a8e90f
Quellennotizuspto-grants-2013_02