反应详情

The hydrogenation of 3-cyano-1-diethoxyphosphinylpropanesulfonic acid lithium salt is carried out using the hydrogenation technique of Freifelder (J. Am. Chem. Soc., 82, 2386 (1960)). The cyano compound (2.62 g; 0.01 mole) is placed in 20 ml of 10% methanolic ammonia. Rhodium on alumina (5%) catalyst (0.5 g) is added, and the mixture is hydrogenated at 40 PSI on a Parr apparatus for several hours (until uptake of hydrogen is complete). The catalyst is filtered off, and the filtrate is evaporated dry. The product is hydrolyzed by dissolving the residue in 25 ml of 6N HCl and refluxing the solution for 12-24 hours. It is then evaporated to dryness under vacuum on a rotary evaporator. Distilled water (25 ml) is added, and the solution is again evaporated dry. The resulting residue is dissolved in a few ml H2O, and ethanol is added to precipitate a solid. This is recrystallized from water/ethanol to yield 4-amino-1-phosphonobutanesulfonic acid.

1. waitthe mixture is hydrogenated at 40 PSI on a Parr apparatus for several hours
2. filtrationThe catalyst is filtered off
3. customthe filtrate is evaporated
4. customdry
5. dissolutionby dissolving the residue in 25 ml of 6N HCl
6. temperaturerefluxing the solution for 12-24 hours
7. customIt is then evaporated to dryness under vacuum on a rotary evaporator
8. additionDistilled water (25 ml) is added
9. customthe solution is again evaporated
10. customdry
11. dissolutionThe resulting residue is dissolved in a few ml H2O, and ethanol
12. additionis added
13. customto precipitate a solid
14. customThis is recrystallized from water/ethanol