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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1092047Erstellt: 26. Oktober 2026

Potassium Carbonate → Methyl 4-(4-propan-2-yl-piperazin-1-yl)benzoate

https://huagongshe.com/reaction/1092047

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktMethyl 4-bromobenzoateHCID 12081—
Edukt1-IsopropylpiperazineHCID 78013—
Katalysator2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktMethyl 4-(4-propan-2-yl-piperazin-1-yl)benzoateHCID 6912977864,8%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

Tris(dibenzylideneacetone)dipalladium(0) (0.014 g, 0.02 mmol) was added to a deoxygenated suspension of 1-isopropylpiperazine (0.151 g, 1.18 mmol), methyl 4-bromobenzoate (0.215 g, 1 mmol), potassium carbonate (0.193 g, 1.4 mmol) and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (0.012 g, 0.03 mmol) in DME (4 mL), and sealed into a microwave tube. The reaction was heated to 130° C. for 10 mins in the microwave reactor and cooled to room temperature. The reaction mixture was evaporated to dryness, redissolved in EtOAc (25 mL) and washed sequentially with water (15 mL) and saturated brine (15 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by silica column chromatography, eluting with 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(4-propan-2-yl-piperizin-1-yl)benzoate (0.170 g, 64.8%) as a tan solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08129391B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-f048eb6a13a84914a2cb66b95d938966
Quellennotizuspto-grants-2012_03