4-Hydroxybenzaldehyde → HCID 86760174, Verbindung

HRID 1792748Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1792748
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[Cl:10][C:11]1[N:16]=[N:15][C:14]([N:17]2[CH2:22][CH2:21][CH:20](CCO)[CH2:19][CH2:18]2)=[CH:13][CH:12]=1.[CH2:26](O)[CH3:27]>O>[Cl:10][C:11]1[N:16]=[N:15][C:14]([N:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH:22]2[CH2:26][CH2:27][O:1][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)=[CH:13][CH:12]=1

Komponenten

5

Edukt 3

HCID 1264-HydroxybenzaldehydeHCID 702EthanolHCID 149892211-(6-Chloro-3-pyridazinyl)-4-piperidineethanol

Produkt 1

HCID 86760174HCID 86760174, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

4- {2-[1-(6-Chloro-3-pyridazinyl)piperidinyl]ethoxy}benzaldehyde (Intermediate IIa) was prepared from 4-hydroxybenzaldehyde and 2-[1-(6-Chloro-3-pyridazinyl)-4-piperidinyl]ethanol using a Mitsunobu Reaction and following the general methods described in U.S. Pat. No. 4,992,433. The aldehyde (60 mg, 0.17 mmol) was dissolved in ethanol (5 ml) with stirring at room temperature and a solution of ethoxyanine in water (0.5 ml, 50% EtONH2) was added. The reaction was stirred at room temperature for 2 days and then concentrated on a rotary evaporator and the residue was purified by chromatography (silica gel 18g) using chloroform as eluent. The first compound to elute was the O-ethyloxime (1) which was obtained as a pale cream solid (30mg, 44%).

Aufarbeitung

  1. customa Mitsunobu Reaction
  2. stirringThe reaction was stirred at room temperature for 2 days
  3. concentrationconcentrated on a rotary evaporator
  4. customthe residue was purified by chromatography (silica gel 18g)
  5. washThe first compound to elute

Quellen und Nachweise

ORD-Eintrag
ord-787609c5fc094e55af8b9d71496b9fb7
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07078403B1

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