(2-amino-5-methoxyphenyl)methanol

General procedure: To a solution of 6-chloroanthranilic acid (1.5 g, 8.74 mmol) in THF (5 mL) was added dropwise 1.08 M borane–tetrahydrofuran complex in THF (24.3 mL, 26.2 mmol) at 0 °C under an Ar atmosphere for 10 min. After 1.5 h with stirring at 30 °C, the solution was cooled at 0 °C, added aqueous THF (THF/HThe nitro product of preparation 2 (620mg, 3.38mmol) and 10percent Pd/C (60mg) was added to a mixture of ethanol and water (9: 1 by volume, 20mL) and the mixture was stirred under 414 kPa (60 psi) of hydrogen gas for 1 hour. The reaction mixture was then filtered through ArbocelNo. and the filtrate was evaporated under reduced pressure. The resulting oily residue was dissolved in dichloromethane, dried over magnesium sulfate, and concentrated in vacuo to give a solid. Trituration of the solid with diethyl ether afforded the title product as a white solid in 42percent yield, 220mg. To a tetrahydrofuran (8.0mL) suspension of lithium aluminum hydride (228mg, 6.00 mmol), a tetrahydrofuran (8.0mL) solution of the compound prepared by Reference was added dropwise at 0°C over 25 minutes, and then, the mixture was warmed to 20-25°C and further stirred for 2 hours. After the reaction, water, 2N aqueous sodium hydroxide solution and water were subsequently added dropwise, and ethyl acetate and anhydrous magnesium sulfate were added and stirred. After filtration, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate = 1/1) to give (2-amino-5-methoxyphenyl)methanol (235mg, 77percent). LC-MS (M+1): 154.1To a suspension of

Molecular Weight:153.18
XLogP3:0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:153.078978594
Monoisotopic Mass:153.078978594
Topological Polar Surface Area:55.5
Heavy Atom Count:11
Complexity:119
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes