Reaktion #55440

Reaktionsgleichung

1-(N-benzyloxycarbonylaminomethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

hydrochloric acid

→

1-aminomethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline dihydrochloride

Ausbeute 61.8%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 1 hour and 20 minutes
2. 2
   TemperaturThe reaction mixture was cooled
3. 3
   Einengenconcentrated under reduced pressure
4. 4
   SonstigeThe residue was crystallized
5. 5
   workup.ADDITIONby adding methanol and acetone
6. 6
   FiltrationThe crystals were collected by filtration
7. 7
   Waschenwashed with a mixture of methanol and acetone
8. 8
   Sonstigerecrystallized twice from a mixture of water, methanol and acetone

Vorschrift

A mixture of 1-(N-benzyloxycarbonylaminomethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (5.3 g), conc. hydrochloric acid (6 ml) and acetic acid (6 ml) was refluxed for 1 hour and 20 minutes. The reaction mixture was cooled and concentrated under reduced pressure. The residue was crystallized by adding methanol and acetone. The crystals were collected by filtration, washed with a mixture of methanol and acetone and recrystallized twice from a mixture of water, methanol and acetone to give 1-aminomethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline dihydrochloride (1.2 g), mp 142° to 147° C. (dec).

Quelle