Benzenemethanamine, 2-chloro-, hydrochloride (1:1)

General procedure: In a glove box, a flame-dried GLC vial equipped with a magnetic stir bar is charged with[3a]+[BArF4]– (1.0 molpercent) and Me2PhSiH (2a) (2.1 or 5.0 equiv). The indicated nitrile is added eitherin the glove box (for solid starting materials) or by micro syringe outside the glove box, and theresulting reaction mixture is maintained at room temperature for the indicated time. The reaction isquenched by the addition of a mixture of cyclohexane and tert-butyl methyl ether (90:10) containing4percent Et3N (0.5 mL), and the resulting solution is filtered through a pad of Celite® coated by a smalllayer of silica gel with a solution of cyclohexane and tert-butyl methyl ether (90:10) containing 4percentEt3N (3–4 mL) as eluent. Solvents are removed under reduced pressure, and the residue isdissolved in Et2O (1 mL) followed by addition of HCl (2M in Et2O, 1.0 mL, 2.0 mmol, 10 equiv). Theresulting suspension is stirred for 1 h and filtered, affording the amines as hydrochloride salts aswhite to yellow solids.

Molecular Weight:178.06
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:177.0112047
Monoisotopic Mass:177.0112047
Topological Polar Surface Area:26
Heavy Atom Count:10
Complexity:85
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes