Methyl 2-(5-amino-2-methylphenyl)acetate → 2-(5-Amino-2-methylphenyl)ethanol

Participants

Reaction Steps

To a solution of (5-amino-2-methyl-phenyl)-acetic acid methyl ester 49 (1.4 mmol) in THF (7 mL) at 0° C. is added 1M lithium aluminum hydride THF solution (1.4 mmol). The reaction is stirred at rt for 6 h and subsequently quenched with ice water and partitioned with ethyl acetate. The organic layer is washed with brine, dried over magnesium sulfate, filtered and reduced to dryness to yield 2-(5-amino-2-methylphenyl)ethanol 50 as tan crystalline solid, which is used without further purification.

Provenance & Evidence