Reaktion #2789

Reaktionsgleichung

2-cyano-1-phosphonoethanesulfonate

hydrogen

→

3-Amino-1-phosphonopropanesulfonic Acid

Lösungsmittel

ammonia

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe mixture is hydrogenated at 40 PSI on a Parr apparatus for several hours
2. 2
   FiltrationThe catalyst is filtered off
3. 3
   Sonstigethe filtrate is evaporated
4. 4
   Sonstigedry
5. 5
   SonstigeThe product is purified
6. 6
   workup.DISSOLUTIONby dissolving the residue in water
7. 7
   workup.ADDITIONadding ethanol
8. 8
   Sonstigeto give a precipitate
9. 9
   Sonstigecollecting the solids
10. 10
    Filtrationby filtration
11. 11
    SonstigeFurther purification
12. 12
    Sonstigeby again recrystallizing from water/ethanol

Vorschrift

The hydrogenation of 2-cyano-1-phosphonoethanesulfonate is carried out using the hydrogenation technique of Freifelder (J. Am. Chem. Soc., 82, 2386 (1960)). The cyano compound (2.15 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 purified by dissolving the residue in water, adding ethanol to give a precipitate, and collecting the solids by filtration. Further purification is accomplished by again recrystallizing from water/ethanol.

Quelle