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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 390650Erstellt: 23. Oktober 2026

Water → HCID 68957153, Verbindung

https://huagongshe.com/de/reaction/390650

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt[3-(Methylamino)phenyl]boronic acidHCID 23558980—
Eduktethyl (E)-3-(4-iodo-3-propoxyphenyl)-2-methylacrylateHCID 86626099—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelPotassium Phosphate, TribasicHCID 62657—
ProduktHCID 68957153HCID 6895715378,7%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

1.6 g (4.3 mmol) of ethyl (E)-3-(4-iodo-3-propoxyphenyl)-2-methylacrylate are dissolved in 10 mL of a 4/1v/v mixture of dimethylformamide and of aqueous 2 M potassium phosphate solution. 0.9 g (5.7 mmol) of 3-methylaminophenylboronic acid prepared as described in Example 31e, 58 mg (0.2 mmol) of palladium acetate and 152 mg (0.4 mmol) of dicyclohexylbiphenylphosphine are added. The mixture is stirred for 3 hours at 90° C. After cooling and adding water, the medium is extracted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with an 8/2 heptane/ethyl acetate mixture. 1.0 g (65%) of ethyl (E)-2-methyl-3-(3′-methylaminobiphenyl-4-yl)acrylate is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08383652B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-e1edcaf21acc4dd19f211f0a5f40af81
Quellennotizuspto-grants-2013_02