HCID 86750616, compound → HCID 44329557, compound

A mixture of 0.50 g of 2-(3,4-epoxy-6-pentafluoroethyl-2,2-bisfluoromethyl-3,4-dihydro-2H-1-benzopyran-4-yl)pyridine N-oxide, 0.10 g of 10% palladium carbon and 15 ml of methanol was stirred at room temperature under hydrogen stream. The reaction mixture was subjected to vacuum filtration to remove the catalyst and the mother liquor was distilled off. The resultant residue was dissolved in 10 ml of dioxane and 0.82 g of soda talc was added thereto. The mixture was refluxed with heating for 1 hour and subjected to vacuum filtration to remove insoluble materials. Water was added to the mother liquor and the mixture was extracted with methylene chloride. The organic layer was washed with water and dried. The solvent was distilled off and the resultant residue was purified using silica gel column chromatography (developing solution, MeOH:CH2Cl2 =1:99) to obtain 0.18 g of 2-(6-pentafluoroethyl-2,2-bisfluoromethyl-2H-1-benzopyran-4-yl)pyridine N-oxide.

1. filtrationThe reaction mixture was subjected to vacuum filtration
2. customto remove the catalyst
3. distillationthe mother liquor was distilled off
4. dissolutionThe resultant residue was dissolved in 10 ml of dioxane
5. addition0.82 g of soda talc was added
6. temperatureThe mixture was refluxed
7. temperaturewith heating for 1 hour
8. filtrationsubjected to vacuum filtration
9. customto remove insoluble materials
10. additionWater was added to the mother liquor
11. extractionthe mixture was extracted with methylene chloride
12. washThe organic layer was washed with water
13. customdried
14. distillationThe solvent was distilled off
15. customthe resultant residue was purified

ORD record

ord-95a4f296906645d4a588b05fafb01daf

Source dataset

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05977167