Water → (3-Bromophenyl)acetonitrile

2-(3-Bromophenyl)acetamide (10.0 g, 46.73 mmol) (example 1) in dry 1,4-dioxane (100 mL) was cooled to 0° C. Triethylamine (18.91 g, 187.92 mmol) was added and the reaction mixture was stirred for about 10 minutes. Trifluoroacetic anhydride (39.26 g, 186.92 mmol) was added dropwise at 0° C. and the reaction mixture was stirred at room temperature for about 12 hours. The reaction mixture was poured into cold water, extracted with ethyl acetate, washed with water, dried over anhydrous sodium sulphate, filtered and the solvent evaporated under vacuum. An oily residue was obtained which was purified by column chromatography over silica gel using ethyl acetate and hexane (1:49) to afford the title compound as light yellow colored oil. Yield: 8.4 g.

1. stirringthe reaction mixture was stirred at room temperature for about 12 hours
2. extractionextracted with ethyl acetate
3. washwashed with water
4. dry with materialdried over anhydrous sodium sulphate
5. filtrationfiltered
6. customthe solvent evaporated under vacuum
7. customAn oily residue was obtained which
8. customwas purified by column chromatography over silica gel

ORD record

ord-7d933871668142a38797fe91a2d5d3aa

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07674811B2