Hydrochloric Acid → HCID 19936121, compound

Temperature

60 °C

To N-cycloheptyl-1-fluorenecarboxamide (1.00 g, 3.28 mmol) was added a 1M solution of borane-tetrahydrofuran complex in THF (13 ml, 13 mmol) and the mixture was heated at 60° C. for 7.5 hrs. To this reaction mixture were added methanol (0.4 ml) and concentrated hydrochloric acid (3 ml) and the mixture was heated at 60° C. for 0.5 hr. Then, 1N aqueous sodium hydroxide solution (50 ml) was added at room temperature and the mixture was extracted with chloroform (80 ml×2 times). The organic layer was taken, dried and concentrated. To the residue were added ether (30 ml) and 4N hydrogen chloride in ethyl acetate (2 ml) and the resulting white solid was collected by filtration. This solid was dissolved in chloroform (80 ml) and washed with 1N aqueous sodium hydroxide solution (80 ml×1). The organic layer was dried and concentrated to give 0.90 g of a pale yellow solid.

1. temperaturethe mixture was heated at 60° C. for 0.5 hr
2. extractionthe mixture was extracted with chloroform (80 ml×2 times)
3. customdried
4. concentrationconcentrated
5. additionTo the residue were added ether (30 ml) and 4N hydrogen chloride in ethyl acetate (2 ml)
6. filtrationthe resulting white solid was collected by filtration
7. dissolutionThis solid was dissolved in chloroform (80 ml)
8. washwashed with 1N aqueous sodium hydroxide solution (80 ml×1)
9. customThe organic layer was dried
10. concentrationconcentrated

ORD record

ord-d3cd7cceca944b008b08c7ef287e7708

Source dataset

uspto-grants-1993_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05258405