Benzaldehyde → (+/-) 3-alpha-Hydroxybenzylpyridazine

HRID 1833843

Reaktionsgleichung

Reaktionsgleichung von HRID 1833843
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([OH:9])=O)[N:2]=1.C(=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CC1C=CC(C(C)C)=CC=1>[OH:9][CH:7]([C:3]1[N:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 240BenzaldehydeHCID 269369Pyridazine-3-carboxylic acid

Produkt 1

HCID 10397539(+/-) 3-alpha-HydroxybenzylpyridazineAusbeute 18,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7463P-CymeneLösungsmittel

Reaktionsbedingungen

Temperatur
135 °C

Versuchsvorschrift

Pyridazine-3-carboxylic acid [prepared as described by Leanza, Becker and Rogers, J.A.C.S., 75, 4086 (1953); 18.6 g.] was mixed with benzaldehyde (44 g.) and p-cymene (360 ml.) and decarboxylated by heating for 3 hours at 135° C. The hot solution was then filtered, cooled and the precipitate collected to give (±) 3-α-hydroxybenzylpyridazine (5.2 g.), m.p. 130°-135° C., in the form of fawn coloured needles.

Aufarbeitung

  1. filtrationThe hot solution was then filtered
  2. temperaturecooled
  3. customthe precipitate collected

Quellen und Nachweise

ORD-Eintrag
ord-e92ba4ad06404f609a6584063ce73fb4
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04067723

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