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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1422144Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1422144

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-fluoro-4-methylphenyl)benzaldehyde as an oil, GC-M.S. (E.I.) (M/Z): 214 [M+ ].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06080773
Quelldatensatzuspto-grants-2000_06
ORD IDord-700329f16c5c438e8df54f40e3f798aa
Quellennotizuspto-grants-2000_06