Boron tribromide → HCID 21797966, compound

To an ice-cold solution of 3-methoxy 4-phenyl-benzonitrile (1.42 g) in dichloromethane (27 mL) was added dropwise boron tribromide (1.27 mL). The resulting mixture was stirred at room temperature for 1 hour and then at 30° C. for 38 hours. Boron tribromide (0.634 mL) was added dropwise and stirring was continued for additional 23 hours. The reaction mixture was poured into ice (40 g) and the whole was extracted with ethyl acetate (75 mL). The organic layer was washed successively with 1 mol/L hydrochloric acid (25 mL), saturated aqueous sodium hydrogen carbonate (25 mL) and brine (25 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (1.21 g).

1. waitat 30° C. for 38 hours
2. stirringstirring
3. waitwas continued for additional 23 hours
4. extractionthe whole was extracted with ethyl acetate (75 mL)
5. washThe organic layer was washed successively with 1 mol/L hydrochloric acid (25 mL), saturated aqueous sodium hydrogen carbonate (25 mL) and brine (25 mL)
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-1ab1f75c81e341a5a63ac9f7000d6e7c

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07795236B2