Hydrochloric Acid → HCID 69342808, compound

Temperature

75 °C

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.

1. temperatureThen the reaction mixture was cooled down to rt
2. extractionextracted with EtOAc
3. washThe organic phase was washed with brine
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe crude material was used without further purification in the next step

ORD record

ord-43cd37a2b405466098703adbe5a78e56

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07259183B2