Diethyl benzylphosphonate → HCID 14590315, compound

Temperature

80 °C

In 35 ml of tetrahydrofuran (THF) was dissolved 1.28 g of 2-aminonicotinaldehyde, followed by addition of 2.50 g of diethyl benzylphosphonate and 2.08 g of potassium hydroxide, and the mixture was refluxed at 80° C. for 4.5 hours. This reaction mixture was filtered to remove insoluble matter and the filtrate was evaporated under reduced pressure. The residue was dissolved in 2N-hydrochloric acid and the solution was washed with ether, made basic bv adding 15% aqueous sodium hydroxide solution, and extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate and the solvent was evaporated off. The residue was recrystallized from acetonitrile to provide 0.83 g of the title compound as yellow prisms. This product was used as a starting material without further purification.

1. filtrationThis reaction mixture was filtered
2. customto remove insoluble matter
3. customthe filtrate was evaporated under reduced pressure
4. dissolutionThe residue was dissolved in 2N-hydrochloric acid
5. washthe solution was washed with ether
6. additionadding 15% aqueous sodium hydroxide solution
7. extractionextracted with dichloromethane
8. dry with materialThe extract was dried over anhydrous magnesium sulfate
9. customthe solvent was evaporated off
10. customThe residue was recrystallized from acetonitrile

ORD record

ord-87fc2d0942374b7b90b569003d98d873

Source dataset

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05972976