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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 428039Erstellt: 24. Oktober 2026

Sodium Carbonate → 2-(2-Fluoro-4-methylphenyl)benzaldehyde

https://huagongshe.com/de/reaction/428039

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Methylphenethyl alcoholHCID 88267—
Edukt2-Formylphenylboronic acidHCID 292189—
Edukt4-Bromo-3-fluorotolueneHCID 573280—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(2-Fluoro-4-methylphenyl)benzaldehydeHCID 1835765471,5%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 2 g of 4-bromo-3-fluorotoluene, 1.75 g of 2-formylbenzeneboronic acid, 0.36 g of tetrakis(triphenylphosphine)-palladium (0) and 11.6 ml of 2N aqueous sodium carbonate, in 50 ml of a 9:1 mixture of toluene-ethanol was heated to 100° C. for 3 h. The mixture was cooled to room temperature, diluted with 100 ml of methylene chloride and washed with 50 ml of 5% sodium bicarbonate containing 5 ml of 0.880 ammonia. The organic layer was dried over sodium sulfate and evaporated to dryness under reduced pressure. The resulting oil was purified by chromatography on silica gel eluting with ethyl acetate-heptane (1:3) to give 1.62 g of 2-(2-fluoro4-methylphenyl)benzaldehyde as an oil, GC-M.S. (E.I.) (M/Z): 214 [M+].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06313139B1
Quelldatensatzuspto-grants-2001_11
ORD IDord-c66d846d101b483a9b567ded74e6d26c
Quellennotizuspto-grants-2001_11