Reaktion #1745511

Reaktionsgleichung

3,4-dihydroxyphenethylamine hydrochloride

(4-pyridyl)oxyacetaldehyde diethyl acetal

hydrochloric acid

→

1-(4-pyridyl)oxymethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline dihydrochloride

Lösungsmittel

n-butanol

n-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 15 hours
2. 2
   workup.DISTILLATIONwas distilled off from the reaction mixture under reduced pressure
3. 3
   workup.DISSOLUTIONThe residue was dissolved in water
4. 4
   Waschenthe solution was washed twice with chloroform and once with ether
5. 5
   EinengenThe aqueous layer was concentrated

Vorschrift

A mixture of 3,4-dihydroxyphenethylamine hydrochloride (2.4 g), (4-pyridyl)oxyacetaldehyde diethyl acetal (3.7 g), n-butanol (40 ml) and 1N-hydrochloric acid (20 ml) was refluxed for 15 hours under stirring. After the reaction, n-butanol was distilled off from the reaction mixture under reduced pressure. The residue was dissolved in water, and the solution was washed twice with chloroform and once with ether. The aqueous layer was concentrated, and the oily residue was allowed to stand to give crystals of 1-(4-pyridyl)oxymethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline dihydrochloride (4.7 g). The product was recrystallized from aqueous methanol to give needles, mp 250° to 255°C (dec.).

Quelle