Potassium Hydroxide → HCID 178419868, compound

Temperature

190 °C

9a-(1H-Imidazol-4-yl)-1,2,3,4,4a,9a-hexahydrofluoren-9-one (2.5 g) was mixed with di(ethylene glycol) (50 ml), hydrazine hydrate (7.2 ml) and KOH (9.5 g). The mixture was heated at 150° C. for 30 minutes and at 190° C. for 4 hours. After cooling to the ambient temperature the reaction mixture was diluted with water (150 ml) and extracted with CH2Cl2 (4×50 ml). The organic phase was washed with water (30 ml). The organic phase was mixed with water (200 ml) and the pH was adjusted to 1 with concentrated HCl solution. The layers were separated and the aqueous phase was washed with CH2Cl2 (2×30 ml). The aqueous phase was mixed with CH2Cl2 (150 ml) and the pH was adjusted to 11.5-13.5 with 48% NaOH solution. The phases were separated and the aqueous phase was extracted with CH2Cl2 (2×30 ml). The combined organic phases were washed with water (50 ml), dried over Na2SO4 and evaporated. The yield was 1.4 g.

1. temperatureAfter cooling to the ambient temperature the reaction mixture
2. extractionextracted with CH2Cl2 (4×50 ml)
3. washThe organic phase was washed with water (30 ml)
4. additionThe organic phase was mixed with water (200 ml)
5. customThe layers were separated
6. washthe aqueous phase was washed with CH2Cl2 (2×30 ml)
7. additionThe aqueous phase was mixed with CH2Cl2 (150 ml)
8. customThe phases were separated
9. extractionthe aqueous phase was extracted with CH2Cl2 (2×30 ml)
10. washThe combined organic phases were washed with water (50 ml)
11. dry with materialdried over Na2SO4
12. customevaporated

ORD record

ord-f6613258b6764c2e80c40e3691a9c442

Source dataset

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06362211B1