Formaldehyde → 1-[Bis(hydroxymethyl)-methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

HRID 542192

Reaktionsgleichung

Reaktionsgleichung von HRID 542192
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[CH2:5][CH2:4][N:3]=1.[CH2:16]=[O:17].[CH3:18][O-:19].[Na+]>CO>[OH:17][CH2:16][CH:1]([CH2:18][OH:19])[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[CH2:5][CH2:4][N:3]=1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 226523,4-Dihydro-6,7-dimethoxy-1-methylisoquinolineHCID 10942334Sodium Methoxide

Produkt 1

HCID 136966801-[Bis(hydroxymethyl)-methyl]-6,7-dimethoxy-3,4-dihydroisoquinolineAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To 1 mole (205.3 g) of 1-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline 100 ml of a 30% aqueous formaldehyde solution and then freshly prepared sodium methylate (1 g of sodium+50 ml of methanol) are added. The mixture is then slightly refluxed in 500 ml of methanol for 2 hours. The reaction mixture is evaporated under reduced pressure and the obtained crystalline product is recrystallized from a mixture of acetone and ether. The aimed compound is obtained with the same melting point as the product of Example 1.

Aufarbeitung

  1. customThe reaction mixture is evaporated under reduced pressure
  2. customthe obtained crystalline product is recrystallized from a mixture of acetone and ether

Quellen und Nachweise

ORD-Eintrag
ord-26e3d656308d441283e590390f0983fc
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04656179

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