Toluene → 1-Fluoro-3-nitro-2-(3,3,5,5-tetramethylcyclohex-1-enyl)benzene

온도

100 °C

To a mixture of trifluoromethanesulfonic acid 2-fluoro-6-nitrophenyl ester (2.89 g, 10 mmol) produced in Example (97a), 4,4,5,5-tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-enyl)[1,3,2]dioxaborolane (3.17 g, 12 mmol) produced in Example (4b), toluene (30 mL) and ethanol (15 mL) were added sodium carbonate (1.6 g, 15.1 mmol), purified water (0.9 mL) and tetrakis(triphenylphosphine)palladium(0) (1.15 g, 1 mmol), followed by stirring for 2 hours at an external temperature of 100° C. under a nitrogen atmosphere. Ethyl acetate and water were added to the reaction mixture and extraction was performed with ethyl acetate. The separated organic layer was washed with brine and then dried over anhydrous sodium sulfate. The desiccant was filtered off and the filtrate was concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 2.25 g of the title compound as a light yellow oil.

1. washThe separated organic layer was washed with brine
2. dry with materialdried over anhydrous sodium sulfate
3. filtrationThe desiccant was filtered off
4. concentrationthe filtrate was concentrated under reduced pressure
5. customThe resultant residue was purified by silica gel column chromatography (ethyl acetate/hexane)

ORD 기록

ord-9fb074eea30a4879b89504028b06b949

출처 데이터셋

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07410971B2