Hydrochloric Acid → 6,7-Dimethoxy-1-isochromanmethylamine

HRID 259111

Reaktionsgleichung

Reaktionsgleichung von HRID 259111
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH2:6][CH2:7][OH:8].C(O[CH:17](OCC)[CH2:18][NH2:19])C.Cl>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH:17]([CH2:18][NH2:19])[O:8][CH2:7][CH2:6]2

Komponenten

5

Edukt 3

HCID 313Hydrochloric Acid3×HCID 695242,2-DiethoxyethylamineHCID 819113,4-Dimethoxyphenethyl alcohol

Produkt 1

HCID 122258846,7-Dimethoxy-1-isochromanmethylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of the starting material of formula II, 3,4-dimethoxyphenethyl alcohol (108 g), described by E. Z. Khafagy and J. P. Lambooy, J. Med. Chem., 9, 936 (1966), and the starting material of formula III, aminoacetaldehyde diethyl acetal (78 g), in dry dioxane (250 ml) is stirred and cooled (ice bath) while being saturated with hydrogen chloride over a period of one hour. The mixture is kept at room temperature for two days. The crystalline precipitate is collected, washed with dry dioxane and then ether to yield the hydrochloric acid addition salt (hydrochloride) of the title compound, m.p. 250°-255° C. (dec.), after recrystallization from methanol.

Aufarbeitung

  1. temperaturecooled (ice bath)
  2. customThe crystalline precipitate is collected
  3. washwashed with dry dioxane
  4. customether to yield

Quellen und Nachweise

ORD-Eintrag
ord-5b92083a5a6c4be885ccd109305c1dc5
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04036842

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