Ammonia → HCID 178514938, compound

Temperature

135 °C

9a-(2-Bromoacetyl)-1,2,3,4,4a,9a-hexahydrofluoren-9-one (6.6 g) was mixed with formamide (22 ml) and the mixture was heated at 135° C. for 30 minutes. Ammonia gas was led into the reaction mixture and the stirring was continued at 135° C. for further 4 hours. After cooling to the ambient temperature the mixture was diluted with CH2Cl2 (30 ml) and water (30 ml). The phases were separated and the aqueous phase was extracted with CH2Cl2 (30 ml). The combined organic phases were mixed with water (60 ml) and the pH was adjusted to 1 with concentrated HCl solution. The layers were separated and the aqueous phase was washed with CH2Cl2 (30 ml). The aqueous phase was mixed with CH2Cl2 (60 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 (20 ml). The combined organic phases were washed with water (50 ml), dried over Na2SO4 and evaporated. The yield was 2.2 g.

1. temperatureAfter cooling to the ambient temperature the mixture
2. customThe phases were separated
3. extractionthe aqueous phase was extracted with CH2Cl2 (30 ml)
4. additionThe combined organic phases were mixed with water (60 ml)
5. customThe layers were separated
6. washthe aqueous phase was washed with CH2Cl2 (30 ml)
7. additionThe aqueous phase was mixed with CH2Cl2 (60 ml)
8. customThe phases were separated
9. extractionthe aqueous phase was extracted with CH2Cl2 (20 ml)
10. washThe combined organic phases were washed with water (50 ml)
11. dry with materialdried over Na2SO4
12. customevaporated

ORD record

ord-d060607650ad4350b37d2dd819f2c424

Source dataset

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06362211B1