Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1669Erstellt: 23. Oktober 2026

Methyl Acrylate → trans-3-[2-(N,N-dipropylamino)-1,2,3,4-tetrahydronaphth-6-yl]prop-2-enoic acid methyl ester

https://huagongshe.com/de/reaction/1669

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl AcrylateHCID 7294—
EduktTriethylamineHCID 8471—
EduktTri-o-tolylphosphineHCID 80271—
Edukt6-bromo-2-(N,N-dipropylamino)-1,2,3,4-tetrahydronaphthaleneHCID 19692033—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkttrans-3-[2-(N,N-dipropylamino)-1,2,3,4-tetrahydronaphth-6-yl]prop-2-enoic acid methyl esterHCID 8675221128,5%

Reaktionsschritte

3.1 g (0.01 mol) of 6-bromo-2-(N,N-dipropylamino)-1,2,3,4-tetrahydronaphthalene are dissolved in 50 ml of dimethylformamide. There are added in succession to that solution 0.94 g (0.011 mol) of methyl acrylate, 22.4 mg (0.1 mmol) of palladium acetate, 121 mg (0.4 mmol) of tri-ortho-tolylphosphine and 1.6 ml (0.011 mol) of triethylamine. The mixture is heated at 125°-130° C. for 3 h 30 min. with stirring, cooled, poured into 700 ml of water, extracted with ethyl acetate and washed with a solution of LiCl. After acid to base change, 0.9 g of the expected product is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05726208
Quelldatensatzuspto-grants-1998_03
ORD IDord-308160af0fe341559cc3cb76dcacfde8
Quellennotizuspto-grants-1998_03