Reaktion #1685

Reaktionsgleichung

1-isoquinolinecarboxylic acid

hydrogen

→

perhydro-1-isoquinolinecarboxylic acid

Ausbeute 56.8%

Lösungsmittel

EtOH

HCl

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered through a pad of diatomaceous earth
2. 2
   Einengenthe filtrate was concentrated in vacuo
3. 3
   SonstigeThe solid was triturated with water
4. 4
   Filtrationfiltered
5. 5
   Sonstigedried

Vorschrift

A solution of 1-isoquinolinecarboxylic acid (50 g, 0.288 mol) in EtOH (150 mL) and 60 mL of 5N HCl was reduced over 5% Rh/Al2O3 (14 g) at 52 bar (750 psi) of hydrogen in a high pressure apparatus at 50° C. for 17 hours. The reaction mixture was filtered through a pad of diatomaceous earth, and the filtrate was concentrated in vacuo. The solid was triturated with water, filtered and dried to give DL-perhydro-1-isoquinolinecarboxylic acid (DL-1-Piq-OH) (30 g, 48%) FD-MS 184 (MH+).

Quelle