Toluene → Methyl 3,5-dicyclopropyl-4-(trifluoromethoxy)benzoate

Temperature

100 °C

To methyl 3,5-dibromo-4-(trifluoromethoxy)benzoate (500 mg, 1.32 mmol), Cs2CO3 (2586 mg, 7.94 mmol), Pd(OAc)2 (11.9 mg, 0.053 mmol), potassium cyclopropyltrifluoroborate (470 mg, 3.18 mmol) and di(1-adamantyl)-n-butylphosphine (28.5 mg, 0.079 mmol) was added toluene (12 mL) and water (1.2 mL). The reaction mixture was heated to 100° C. overnight. The reaction mixture was cooled to room temperature, diluted with water, extracted with DCM and evaporated in vacuo. The residue was purified by silica gel chromatography (0-20% EtOAc/hexanes) to yield the title compound (259 mg).

1. temperatureThe reaction mixture was cooled to room temperature
2. extractionextracted with DCM
3. customevaporated in vacuo
4. customThe residue was purified by silica gel chromatography (0-20% EtOAc/hexanes)

ORD record

ord-7fd07df0264a410eac9a56bdedf98093

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08742110B2