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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 504399Erstellt: 27. Oktober 2026

Dimethylformamide → methyl 3-[1-(phenoxyacetyl)-2,3-dihydro-1H-pyrrol-3-yl]benzoate

https://huagongshe.com/reaction/504399

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktEthyl AcetateHCID 8857—
EduktMethyl 3-bromobenzoateHCID 12070—
EduktPotassium AcetateHCID 517044—
EduktBenzyl 3-pyrroline-1-carboxylateHCID 643471—
KatalysatorTetrabutylammonium BromideHCID 74236—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
Produktmethyl 3-[1-(phenoxyacetyl)-2,3-dihydro-1H-pyrrol-3-yl]benzoateHCID 66662462—

Reaktionsschritte

A solution of benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate (0.626 mL, 0.00349 mol), methyl 3-bromo-benzoate (300 mg, 0.001 mol), palladium(II) diacetate (14 mg, 0.000063 mol), potassium acetate (356 mg, 0.00363 mol), and tetra-N-butylammonium bromide (4.50×10−2 mg, 0.00140 mol) in N,N-dimethylformamide (5 mL, 0.06 mol) was stirred under nitrogen at 40° C. for 4 days. The reaction mixture was diluted with AcOEt and water. The organic layer was separated and the aqueous layer was extracted with AcOEt. The combined organic layer was washed with brine, dried with MgSO4, and concentrated to afford the crude product. The crude product was purified by flash chromatography, eluting with 30% AcOEt in hexanes.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07776874B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-508907cfc2de43d58ce1741d2c556de4
Quellennotizuspto-grants-2010_08