Hydrochloric Acid → Benzyl 2-benzyloxy-4-trifluoromethanesulfonyloxybenzoate

Trifluoromethanesulfonic anhydride (0.221 mL) was added to an ice-cooled mixture of benzyl 2-benzyloxy-4-hydroxybenzoate (0.400 g) and pyridine (0.111 mL) in dichloromethane (1.5 mL) with stirring, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into a mixture of 1 mol/L hydrochloric acid and ethyl acetate, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by medium-pressure silica gel column chromatography (eluent: n-hexane/ethyl acetate=6/1) to afford benzyl 2-benzyloxy-4-trifluoromethanesulfonyloxybenzoate (0.555 g).

1. temperaturecooled
2. stirringthe mixture was stirred at room temperature for 30 minutes
3. extractionthe mixture was extracted with ethyl acetate
4. washThe organic layer was washed with water and brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customThe solvent was evaporated under reduced pressure
7. customthe residue was purified by medium-pressure silica gel column chromatography (eluent: n-hexane/ethyl acetate=6/1)

ORD-Eintrag

ord-c44d190b159e432582579114bc4111c6

Quelldatensatz

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07417169B2