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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 16777Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/16777

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
PatentnummerUS07737149B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-4f87b8ae39c644da980c51f4ff0bae70
Quellennotizuspto-grants-2010_06