Sodium Hydroxide → 3-(Trifluoromethoxy)cyclobutane-1-carboxylic acid

Temperature

60 °C

To a stirred solution of Intermediate 212B (0.10 g, 0.47 mmol) in THF (5 mL) was added NaOH (0.038 g, 0.943 mmol) in water (1 mL) and the mixture was allowed to stir at 60° C. for 4 h. The reaction mixture was quenched with a 1.5 N aqueous solution of HCl and extracted with EtOAc (2×20 mL) The combined organic layers were dried over Na2SO4, filtered and the filtrate evaporated to afford Intermediate 212C as a light brown liquid (30 mg, 35% yield). 1H NMR (300 MHz, DMSO-d6) δ ppm 12.01-12.03 (bs, 1H), 3.34 (m, 2H), 1.04 (s, 6H).

1. customThe reaction mixture was quenched with a 1.5 N aqueous solution of HCl
2. extractionextracted with EtOAc (2×20 mL) The combined organic layers
3. dry with materialwere dried over Na2SO4
4. filtrationfiltered
5. customthe filtrate evaporated

ORD record

ord-ec937f7d400f4c7c8e3d1c2ba9daac33

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09273058B2