Hydrochloric Acid → HCID 58420621, compound

Temperature

0 °C

2.5 N Aqueous sodium hydroxide (9.3 ml) was cooled to 0° C., slowly added with bromine (0.30 ml), and then diluted with 1,4-dioxane (10 ml) to obtain a yellow solution. A solution of 1-(6a-methyl-5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)ethanone (0.409 g) in water (5 ml) and 1,4-dioxane (10 ml) was cooled to 0° C., and slowly added with the yellow solution prepared above, and the mixture was stirred at 0° C. for 30 minutes and at room temperature for 1 hour. The reaction mixture was cooled to 0° C., and added with 10% aqueous sodium sulfite, the mixture was made acidic with 2 N aqueous hydrochloric acid, and the mixture was extracted with chloroform. The organic layer was washed successively with water and saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was recrystallized from ethyl acetate-n-hexane to obtain the title compound (0.333 g, yield: 81%) as colorless needles (melting point: 213-215° C.).

1. customto obtain a yellow solution
2. additionslowly added with the yellow solution
3. customprepared above, and the mixture
4. temperatureThe reaction mixture was cooled to 0° C.
5. extractionthe mixture was extracted with chloroform
6. washThe organic layer was washed successively with water and saturated brine
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationThe organic layer was concentrated under reduced pressure
9. customthe resulting residue was recrystallized from ethyl acetate-n-hexane

ORD record

ord-afe37a7c32ec441981318ccb662706ca

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08143260B2