Reacción #833562

Ecuación de reacción

tert-butyl N′-(quinolin-2-yl)methylene-hydrazinecarboxylate

→

Tert-butyl N′-(quinolin-2-ylmethyl)-hydrazinecarboxylate

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThen the precipitate and the catalyst are separated from the solvent
2. 2
   workup.DISSOLUTIONthe precipitate is dissolved in tetrahydrofuran
3. 3
   Filtraciónfiltered again and in this way the catalyst
4. 4
   Otrois separated off
5. 5
   OtroThe THF solution is evaporated down
6. 6
   Otrothe residue is triturated with tert-butylmethylether
7. 7
   Otroseparated off
8. 8
   Otrodried at 50° C
9. 9
   OtroThe tert-butylmethylether phase is evaporated down again
10. 10
    Otrothe residue is triturated this time with diethyl ether
11. 11
    Otroseparated off
12. 12
    Otrodried at 50° C
13. 13
    OtroThe two solid fractions from the purification with tert-butylmethylether and diethyl ether

Procedimiento

0.5 g 10% Pd/C are added to a solution of 15.00 g tert-butyl N′-(quinolin-2-yl)methylene-hydrazinecarboxylate in 200 ml of methanol. The resulting mixture is then shaken for 6 h at ambient temperature under 1 atm H2 pressure. Then the precipitate and the catalyst are separated from the solvent, the precipitate is dissolved in tetrahydrofuran, filtered again and in this way the catalyst is separated off. The THF solution is evaporated down and the residue is triturated with tert-butylmethylether, separated off and dried at 50° C. The tert-butylmethylether phase is evaporated down again and the residue is triturated this time with diethyl ether, separated off and dried at 50° C. The two solid fractions from the purification with tert-butylmethylether and diethyl ether are combined.

Fuente