2-(2-AMINOPHENYL)PROPAN-2-OL

To a stirred solution of 2-aminobenzoic acid methyl ester (0.13 mL, 1.0 mmol) in dry THF (5 mL) at 0 °C was added 0.98 M methylmagnesium bromide in THF (3.3 mL, 3.0 mmol) dropwise by a syringe. The solution was stirred at room temperature for 90 min, and then the reaction was quenched with saturated aqueous solution of NaCl and extracted with ethyl acetate. The organic layer was washed with water and dried over sodium sulfate. The solvent was removed in vacuo, and the residue was purified by column chromatography on silica gel (hexane/CHM To a solution of l-(2-aminophenyl)ethanone (1.50 g, 11.1 mmol) in THF (11 mL, cooled at 0 °C and under a small flow of Ar was added slowly methylmagnesium bromide (1.0 mol/L in THF, 28 mL, 27.7 mmol). The reaction mixture was warmed to room temperature. The reaction mixture was quenched carefully with sat. ammonium chloride aqueous solution and and the reaction mixture was extracted with ethyl acetate (3*20 mL), dried and concentrated. The crude brown oil was purified by flash chromatography to give 2- (2-aminophenyl)propan-2-ol as a pale oil (1.20 g, 72percent). LCMS: 0.24 min; ES+ 134 ( M-OH-);

Molecular Weight:151.21
XLogP3:1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:151.099714038
Monoisotopic Mass:151.099714038
Topological Polar Surface Area:46.2
Heavy Atom Count:11
Complexity:134
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes