Hydrochloric Acid → HCID 86744761, compound

A suspension of 2.46 g of 3-aminopropylphosphonous acid in 20 ml of hexamethyldisilazane is heated to reflux under an inert gas for 24 hours. The resulting clear solution is cooled to room temperature and 14.4 g of freshly distilled methyl vinyl ketone are added. An exothermic reaction ensues, the reaction temperature rising to approximately 60° C. The reaction mixture is stirred for 1 hour at a temperature between 50° and 60°. After cooling to room temperature, the volatile materials are removed in vacuo to yield a colourless oil. This oil is dissolved in water and stirred at room temperature for 1 hour and the aqueous layer is evaporated to dryness at 55°. A semi-solid residue is obtained which is dissolved in 50 ml of 2.0M aqueous hydrochloric acid and washed with dichloromethane, (3×100 ml), and ether (1×100 ml). After removal of the water, the white solid is co-evaporated with water (10×50 ml) and then with absolute ethanol (10×50 ml). Crystallisation of the residue form ethanol yields 3-aminopropyl(3-oxobutyl)phosphinic acid hydrochloride. Treatment of the hydrochloride with propylene oxide/ethanol or passage through a DOWEX® 50 W×8 (14-40 mesh) ion-exchange column gives 3-aminopropyl(3-oxobutyl)phosphinic acid, m.p. 163°-5° (decomp.), as a white solid.

1. temperatureis heated
2. temperatureto reflux under an inert gas for 24 hours
3. customAn exothermic reaction
4. customrising to approximately 60° C
5. temperatureAfter cooling to room temperature
6. customthe volatile materials are removed in vacuo
7. customto yield a colourless oil
8. stirringstirred at room temperature for 1 hour
9. customthe aqueous layer is evaporated to dryness at 55°
10. customA semi-solid residue is obtained which
11. washwashed with dichloromethane, (3×100 ml), and ether (1×100 ml)
12. customAfter removal of the water
13. customCrystallisation of the residue form ethanol

ORD record

ord-12f80ce7aa71489c82c7e6c8511973a8

Source dataset

uspto-grants-1994_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05300679