HCID 86587497, compound → HCID 21891629, compound

(6′-Nitro-2′,3′,4′-trimethoxyphenyl) benzyloxyacetate (1.38 g) was dissolved in methanol (40 mL), 10% palladium on carbon was added to the solution, and the mixture was stirred at room temperature for 7 hours under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated. The residue was dissolved in xylene (50 mL), p-toluenesulfonic acid monohydrate (350 mg) was added to the solution, and the mixture was stirred for 1 hour under reflux. After the reaction mixture was concentrated under reduced pressure, water was added to the residue to conduct extraction with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by preparative TLC on silica gel (chloroform:methanol=10:1) to obtain the title compound.

1. filtrationThe reaction mixture was filtered
2. concentrationthe filtrate was concentrated
3. dissolutionThe residue was dissolved in xylene (50 mL)
4. additionp-toluenesulfonic acid monohydrate (350 mg) was added to the solution
5. stirringthe mixture was stirred for 1 hour
6. temperatureunder reflux
7. concentrationAfter the reaction mixture was concentrated under reduced pressure, water
8. additionwas added to the residue
9. extractionextraction with ethyl acetate
10. washThe extract was washed with water and saturated brine
11. dry with materialdried over anhydrous magnesium sulfate
12. concentrationconcentrated under reduced pressure
13. customThe residue was purified by preparative TLC on silica gel (chloroform:methanol=10:1)

ORD record

ord-187098984b5b4ab8b0decb81dd51bd6c

Source dataset

uspto-grants-2003_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06632810B2