Water → 4-(4-Benzyl-[1,4]oxazepan-6-yl)-benzonitrile

Temperatur

120 °C

A mixture of 4-benzyl-6-(4-bromo-phenyl)-[1,4]oxazepane (2.4 g, 6.9 mmol), potassium hexacyanoferrate(II) trihydrate (1.48 g, 3.5 mmol), palladium(II) acetate (1.6 mg, 0.007 mmol), diphenylphosphinoferrocene (7.8 mg, 0.014 mmol) and sodium carbonate (0.74 g, 7.0 mmol) in N-methylpyrrolidone (NMP) (7 mL) was prepared in a round bottom flask at room temperature under nitrogen atmosphere and the mixture was heated to 120° C. After stirring for 10 hours, the reaction mixture was cooled to room temperature and poured into water. The organic materials were extracted with ethyl acetate and wash with brine. The organic layer was separated and dried over anhydrous sodium sulfate. After concentration, the residual oil was passed through flash column chromatography on silica gel (hexane/ethyl acetate=90/10 to 50/50 as an eluant) to obtain pure 4-(4-benzyl-[1,4]oxazepan-6-yl)-benzonitrile (1.6 g, 5.5 mmol, 79%) as light yellow oil.

1. customwas prepared in a round bottom flask at room temperature under nitrogen atmosphere
2. temperaturethe reaction mixture was cooled to room temperature
3. extractionThe organic materials were extracted with ethyl acetate
4. washwash with brine
5. customThe organic layer was separated
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationAfter concentration

ORD-Eintrag

ord-72baefa755f9490182f1e5ccffd16f2f

Quelldatensatz

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09108957B2