1-(3-BROMOPHENYL)PIPERIDINE

General procedure: To a reaction tube containing a solution of 1-phenylpiperidine (1a, 81 mg, 0.5 mmol) in CH3CN (2 mL) were added CuBr2 (11 mg, 0.05 mmol), DCP (135 mg, 0.5 mmol) and TEMPO (78 mg, 0.5 mmol). Then the tube was sealed, and the mixture was stirred at 100 C under air for 24 h. Upon completion, it was quenched with saturated brine, and extracted with EtOAc (10 mL x 3). The combined organic phases were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel with petroleum ether/ethyl acetate (5:1) as the eluent to give 2a. Other products 2b-2p were obtained in a similar manner.Add 1i (0.5 mmol, 120 mg) to a 10 mL Shrek tube, Acetonitrile (5mL), Anhydrous copper acetate (1mmol, 181mg), Potassium iodide (1mmol, 166mg)And Oxone (615 mg, 1 mmol), After evacuating with oxygen (1 atm), it was placed in an 80 C oil bath and stirred for 12 h.Then, the reaction was quenched by adding 10 mL of saturated brine.It was extracted with ethyl acetate (10 mL × 3).Filter, spin dry, and separated on silica gel column (petroleum ether / ethyl acetate = 3 / 1)Product 2i (67 mg, 56%) was obtained as a white solid.

Molecular Weight:240.14
XLogP3:3.7
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:239.03096
Monoisotopic Mass:239.03096
Topological Polar Surface Area:3.2
Heavy Atom Count:13
Complexity:154
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes