Acetate → HCID 23074550, Verbindung

A solution of acetomethyl acetate (4.3 mL) and DBU (2.0 ml) in toluene (20 mL) was cooled in an ice bath, and a solution of 2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone (3.50 g) in toluene (20 mL) was added. The reaction mixture was stirred at room temperature for 4 hr, and purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate). The obtained compound was dissolved in toluene (40 mL), p-toluenesulfonic acid (0.23 g) was added, and the mixture was heated at 100° C. for 2 hr. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogen carbonate was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (2.00 g) as a solid.

1. custompurified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate)
2. dissolutionThe obtained compound was dissolved in toluene (40 mL)
3. additionp-toluenesulfonic acid (0.23 g) was added
4. temperaturethe mixture was heated at 100° C. for 2 hr
5. temperatureThe reaction mixture was cooled to room temperature
6. additionsaturated aqueous sodium hydrogen carbonate was added
7. extractionthe mixture was extracted with ethyl acetate
8. washThe ethyl acetate layer was washed with saturated brine
9. dry with materialdried over magnesium sulfate
10. concentrationconcentrated under reduced pressure
11. customThe residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate)

ORD-Eintrag

ord-fa476995357b42bb8cdd001d198a5344

Quelldatensatz

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08461348B2