(2-amino-5-methoxyphenyl)methanol

2475-80-1

55414-72-7

General procedure for the synthesis of (2-amino-5-methoxyphenyl)methanol from methyl 2-amino-5-methoxybenzoate: to a suspension of lithium aluminum hydride (228 mg, 6.00 mmol) in tetrahydrofuran (8.0 mL) was added slowly and dropwise over a period of 25 minutes at 0°C to a tetrahydrofuran (8.0 mL) suspension of methyl 2-amino-5-methoxybenzoate prepared in Reference Example 1 ) solution. Subsequently, the reaction mixture was gradually warmed to 20-25°C and stirring was continued for 2 hours. Upon completion of the reaction, water, 2N aqueous sodium hydroxide solution and water were added dropwise to quench the reaction. Next, ethyl acetate and anhydrous magnesium sulfate were added to the reaction mixture, stirred thoroughly and filtered. The filtrate was distilled under reduced pressure to remove the solvent, and the resulting residue was purified by silica gel column chromatography (eluent ratio hexane/ethyl acetate=1/1) to finally obtain (2-amino-5-methoxyphenyl)methanol (235 mg, 77% yield).The LC-MS assay showed that the molecular ion peak (M+1) of the target compound was 154.1.