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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 658248Erstellt: 24. Oktober 2026

Sodium Carbonate → Methyl 3,5-bis[(1E)-3-methoxyprop-1-en-1-yl]benzoate

https://huagongshe.com/de/reaction/658248

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
EduktMethyl 3,5-DibromobenzoateHCID 621923—
Edukt2-[(1E)-3-methoxyprop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 16217443—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 3,5-bis[(1E)-3-methoxyprop-1-en-1-yl]benzoateHCID 57456870—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of methyl 3,5-dibromobenzoate (1 eq.) from the previous step in DMF (0.2 M) was added 2-[(1E)-3-methoxyprop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.1 eq.), palladium acetate (10 mol %), triphenylphosphine (30 mol %), and 2.0 M aqueous sodium carbonate solution (5 eq.). The reaction was heated to 80° C. and stirred for 3 h. After cooling to rt, the reaction was diluted with ether. The organic extract was washed with water, brine, dried over MgSO4, and concentrated in vacuo. The crude product was purified by flash column chromatography (SiO2, 20% EtOAc in Hex) to afford the title compound as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08076359B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-d53dca1151d34266a90db378e16b3d56
Quellennotizuspto-grants-2011_12