Sodium Hydroxide → HCID 57789223, compound

A mixture of desmethyldeprenyl (Sigma, 150 mg, 0.72 mmol) and NaOH (60 mg, 1.5 mmol), in MeCN (5 ml) was stirred at room temperature for 30 min. To the stirred mixture 1-bromo ethanol (1.0 mmol) was added and the reaction mixture was refluxed for overnight. The reaction mixture was allowed to cool to room temperature and solvent was evaporated under reduced pressure. The residue was partitioned between CH2Cl2 (20 ml) and water (10 ml). The organic phase was separated and washed with saturated NaHCO3 (10 ml) and brine (10 ml). The organic layer was dried over MgSO4 and filtered. The solvent was removed under reduced pressure to obtain the crude product as a light yellow liquid. The crude product was purified by silica-gel column chromatography (hexane/ether 8:2).

1. temperaturethe reaction mixture was refluxed for overnight
2. customsolvent was evaporated under reduced pressure
3. customThe residue was partitioned between CH2Cl2 (20 ml) and water (10 ml)
4. customThe organic phase was separated
5. washwashed with saturated NaHCO3 (10 ml) and brine (10 ml)
6. dry with materialThe organic layer was dried over MgSO4
7. filtrationfiltered
8. customThe solvent was removed under reduced pressure

ORD record

ord-abf048dae2124c2296ed5a980bdb18ee

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08784775B2