Hydrochloric Acid → 2-Amino-2-(4-fluorophenyl)-1-quinolin-8-ylethanol

Participants

Reaction Conditions

Reaction Steps

2.78 g (7.27 mmol) of tert-butyl [1-(4-fluorophenyl)-2-hydroxy-2-quinolin-8-ylethyl]carbamate were dissolved in 75 ml of methylene chloride and cooled to 0° C. 18 ml of an HCl solution (4N) in dioxane were added, and the mixture was stirred at 0° C. for 20 minutes and allowed to reach room temperature overnight. The reaction mixture was concentrated in vacuo, and the residue was treated with diisopropyl ether. Filtration was followed by washing with diisopropyl ether and pentane and drying in vacuo. 2.75 g of 2-amino-2-(4-fluorophenyl)-1-quinolin-8-ylethanol were obtained as hydrochloride (diastereoisomer mixture: 85/15) as a pale yellow very hygroscopic powder (yield: quantitative). The substance was used without further purification for the next stage.

Provenance & Evidence