Cesium carbonate → Methyl-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)benzoate

Temperatur

120 °C

Procedure adopted from Tetrahedron Lett., 2007, 48, 2519. A thick-walled glass reaction vessel was charged with palladium(II)acetate (235 mg, 1.05 mmol), X-Phos (500 mg, 1.05 mmol, 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl), cesium carbonate (6.82 g, 20.95 mmol) and 5:1 (v/v) toluene:t-BuOH (20 mL). The stirred contents were purged with nitrogen and a solution of 4-piperidone ethylene ketal (2.70 mL, 20.95 mmol) and methyl-3-bromobenzoate (4.95 g, 23.02 mmol) in 5:1 (v/v) toluene:t-BuOH (100 mL) was added. After stirring for 2 minutes, the vessel was sealed and the reaction mixture was heated at 120° C. for 16 hours. Upon cooling to room temperature, the reaction mixture was filtered through celite and the filtrate was concentrated.

1. customA thick-walled glass reaction vessel
2. customThe stirred contents were purged with nitrogen
3. customthe vessel was sealed
4. temperatureUpon cooling to room temperature
5. filtrationthe reaction mixture was filtered through celite
6. concentrationthe filtrate was concentrated

ORD-Eintrag

ord-d3973b10688b4c2a97a5e2ce273c5f9b

Quelldatensatz

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09388176B2