Hydrochloric Acid → HCID 69342808, compound

Participants

Reaction Conditions

Reaction Steps

99 mg of [rac]-N-(4-tert-butyl-benzyl)-2,2,2-trifluoro-N-(3,3,3-trifluoro-2-hydroxy-propyl)-acetamide (0.27 mmol) were dissolved in 0.5 ml ethanol, treated with 0.4 ml 2N NaOH (0.8 mmol) and heated to 75° C. (bath temperature) for 4 h. After this period a second portion of 0.4 ml 2N NaOH (0.8 mmol) was added and the reaction mixture stirred at 7° C. (bath temperature) for additional 24 h. Then the reaction mixture was cooled down to rt, diluted with diethylether, treated with 1.6 ml 1N HCl and extracted with EtOAc. The organic phase was washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo, leading to 87 mg of [rac]-(4-tert-butyl-benzyl)-(3,3,3-trifluoro-2-hydroxy-propyl)-amine as an off-white solid (>100%). The crude material was used without further purification in the next step.

Provenance & Evidence