Triethylamine → 3-(2-Fluorophenyl)propanenitrile

To a solution of 2-(2-fluoro-phenyl)-ethanol (10.00 g, 71.50 mmol) in CH2Cl2 at 0° C. was added Et3N (20.00 mL, 0.14 mol) followed by MsCl (19.00 mL, 0.25 mol). The resulting mixture was stirred for 1 hour, then washed with H2O (3×100 mL) and brine (1×150 mL), dried over MgSO4 and concentrated. The residue was dissolved in DMF and KCN (9.30 g, 0.14 mol) was added. The resulting mixture was stirred at 75° C. for 14 hours. After cooling to room temperature, the reaction mixture was quenched into water and extracted with Et2O (3×300 mL). The combined organic extracts were washed with H2O (2×200 mL), brine (1×200 mL), dried over MgSO4 and concentrated to give the title compound.

1. washwashed with H2O (3×100 mL) and brine (1×150 mL)
2. dry with materialdried over MgSO4
3. concentrationconcentrated
4. dissolutionThe residue was dissolved in DMF
5. stirringThe resulting mixture was stirred at 75° C. for 14 hours
6. customthe reaction mixture was quenched into water
7. extractionextracted with Et2O (3×300 mL)
8. washThe combined organic extracts were washed with H2O (2×200 mL), brine (1×200 mL)
9. dry with materialdried over MgSO4
10. concentrationconcentrated

ORD record

ord-72d90371c0e1471db152b857f2e3023c

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07884244B2