Water → 3-Benzyloxyphenylacetonitrile

Temperature

90 °C

3-Hydroxyphenylacetonitrile (834 mg, 6.26 mmol) was dissolved in DMF (10 ml), and to this solution were successively added benzyl bromide (0.82 ml, 6.89 mmol, 1.1 eq) and anhydrous potassium carbonate (1.30 g, 9.40 mmol, 1.5 eq). The mixture was stirred under heating at 90° C. for 1.5 hours. This reaction mixture was cooled to room temperature, and water (20 ml) was added. The mixture was extracted twice with ethyl acetate (40 ml). The organic layers were combined, washed with saturated brine (80 ml) and dried over anhydrous sodium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (hexane/ethyl acetate=1/1) to give (3-benzyloxyphenyl)acetonitrile (1.21 g, 86.8%).

1. temperatureThis reaction mixture was cooled to room temperature
2. extractionThe mixture was extracted twice with ethyl acetate (40 ml)
3. washwashed with saturated brine (80 ml)
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationThe drying agent was filtered off
6. concentrationthe filtrate was concentrated under reduced pressure
7. customThe obtained residue was purified by column chromatography (hexane/ethyl acetate=1/1)

ORD record

ord-014b240ba2084d1681e8d47222a0e1e9

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06017919