Reaktion #2206207

Reaktionsgleichung

N-(o-benzyloxycarbonylphenyl)-trans-4-guanidinomethylcyclohexylcarboxamide hydrochloride

hydrogen

→

N-(o-carboxyphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride

Ausbeute 89.2%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationis filtered off
2. 2
   Einengenthe filtrate is concentrated under reduced pressure
3. 3
   SonstigeThe resulting residue is recrystallized from a mixture of methanol-water

Vorschrift

The above N-(o-benzyloxycarbonylphenyl)-trans-4-guanidinomethylcyclohexylcarboxamide hydrochloride (1.09 g, 0.0024 mole) is dissolved in methanol (50 ml), and thereto is added 10% palladium-carbon (0.23 g), and the mixture is stirred with blowing hydrogen gas under atmospheric pressure at 30° C. for one hour. After the completion of the reaction, palladium-carbon is filtered off, and the filtrate is concentrated under reduced pressure. The resulting residue is recrystallized from a mixture of methanol-water to give N-(o-carboxyphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride (0.76 g) as white crystals, melting at around 135°-145° C. and after being solidified, decomposing at 215°-220° C.

Quelle