Formic Acid → HCID 57481674, compound

To the thus-obtained 4-methoxy-1-cyclopentene were added 88% formic acid (90 mL) and 30% hydrogen peroxide (3.17 mL) at room temperature, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and 35% aqueous sodium hydroxide was added to the residue, to thereby make the reaction mixture basic, followed by stirring at 50° C. for 10 minutes. The resultant mixture was cooled to room temperature, and was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled away. The residue was purified by silica gel column chromatography (methanol:methylene chloride=1:19), to thereby give the title compound (1.21 g).

1. concentrationThe reaction mixture was concentrated under reduced pressure, and 35% aqueous sodium hydroxide
2. additionwas added to the residue
3. stirringby stirring at 50° C. for 10 minutes
4. temperatureThe resultant mixture was cooled to room temperature
5. extractionwas extracted with ethyl acetate
6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
7. distillationthe solvent was distilled away
8. customThe residue was purified by silica gel column chromatography (methanol:methylene chloride=1:19)

ORD record

ord-22ee787195834b449b6eb1d9375ae241

Source dataset

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07576135B2