Sodium Hydroxide → 2-(5,6,7,8-Tetrahydroquinolin-2-yl)ethanol

Participants

Reaction Steps

Under N2, 4.56 mL (4.56 mmol) of lithium aluminium hydride (1M in THF) was cooled to 0° C. and ethyl 2-(5,6,7,8-tetrahydroquinolin-2-yl)acetate (1 g, 4.56 mmol) dissolved in a small quantity of THF was slowly added. The mixture was allowed to stir for 1.5 h. To the reaction mixture 173 mg of H2O in THF, 173 mg of 10% ige NaOH and 3×173 mg of H2O were added. The mixture was then stirred for 30 min. Magnesium sulfate was added. After removal of the solvent, the crude product (0.78 g, 96%) was purified by chromatography (eluent: EA/heptane 3/1) to give the title compound.

Provenance & Evidence