Hydrochloric Acid → 3-(3-Tert-butoxycarbonyl-propane-1-sulfonyl)-5-trifluoromethyl-benzoic acid

To a solution of 3-(3-tert-butoxycarbonyl-propane-1-sulfonyl)-5-trifluoromethyl-benzoic acid methyl ester (100 mg, 0.244 mmol) in dioxane (1 mL) was added water (1 mL) and lithiumhydroxide monohydrate (11.2 mg, 0.268 mmol) and the resulting suspension stirred at room temperature for 4 hours. The reaction mixture was acidified with 1M aqueous hydrochloric acid and extracted with EtOAc (30 mL) and the layers were separated. The aqueous layer was extracted a second time with EtOAc (30 mL). The organic layers were washed with brine (30 mL), dried over magnesium sulfate, filtered and concentrated under vacuum. Colorless solid (76 mg, 78.7%). MS (ESI−): m/z=395.08 ([M−H]−).

1. extractionextracted with EtOAc (30 mL)
2. customthe layers were separated
3. extractionThe aqueous layer was extracted a second time with EtOAc (30 mL)
4. washThe organic layers were washed with brine (30 mL)
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated under vacuum

ORD record

ord-39e6a454549243eb86cbd92d39b5acf7

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08748434B2