Sodium Hydroxide → 1-(Pentanoylamino)cyclopentane-1-carboxylic acid

Temperature

0 °C

In a 3 necked 250 ml round bottom flask equipped with mechanical stirrer, was charged with sodium hydroxide solution (24.1 g dissolved in 100 ml water) and 1-aminocyclopentane carboxylic acid hydrochloride (25 g) and chilled to 0° C. under stirring. Tetra butyl ammonium bromide (0.25 g) was added to the reaction mixture followed by slow addition of a solution of valeroyl chloride (27.5 g) in toluene (20 ml) during one hour at 0-5° C. under stirring. The reaction mass was stirred for 1 hour at 0-5° C. The reaction mixture was diluted with water (100 ml) toluene (20 ml) and stirred for 15 minutes. The two phases were separated. The aqueous phase was washed with toluene (20 ml). Aqueous phase was chilled to 10° C. and acidified with hydrochloric acid and stirred it for 1 hour. The product was filtered and washed with water. The product was dried at 60° C. till constant weight. (Yield: 22 g; 68%).

1. customIn a 3 necked 250 ml round bottom flask equipped with mechanical stirrer
2. stirringunder stirring
3. stirringThe reaction mass was stirred for 1 hour at 0-5° C
4. stirringstirred for 15 minutes
5. customThe two phases were separated
6. washThe aqueous phase was washed with toluene (20 ml)
7. temperatureAqueous phase was chilled to 10° C.
8. stirringstirred it for 1 hour
9. filtrationThe product was filtered
10. washwashed with water
11. customThe product was dried at 60° C. till constant weight

ORD record

ord-55cab2ef9d60477b972ce6cfefe1a5a6

Source dataset

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07652147B2