Morpholine → HCID 57318086, Verbindung

Temperatur

100 °C

A solution of 3-propyl-4-benzyloxy-1-bromobenzene (1.0 g, 3.3 mmol), morpholine (0.5 g, 6.6 mmol), Pd(OAc)2 (0.036 g, 0.16 mmol), BINAP (0.082 g, 0.132 mmol) and cesium carbonate (1.50 g, 4.62 mmol) in toluene (134 mL) was degassed and purged with nitrogen. The reaction mixture was stirred at 100° C. overnight. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and 10% aqueous citric acid. The organic layer was washed with water and brine. The organic layer was dried over sodium sulfate, filtered and evaporated to an oil. The resulting oil was chromatographed on silica gel, using toluene with 5% ethyl acetate, to afford the title compound (1.03 g)

1. custompurged with nitrogen
2. temperatureThe reaction mixture was cooled to room temperature
3. custompartitioned between ethyl acetate and 10% aqueous citric acid
4. washThe organic layer was washed with water and brine
5. dry with materialThe organic layer was dried over sodium sulfate
6. filtrationfiltered
7. customevaporated to an oil
8. customThe resulting oil was chromatographed on silica gel

ORD-Eintrag

ord-769476b2fe854e0ab47b645ffb436bc6

Quelldatensatz

uspto-grants-2002_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06465497B2