Potassium Hydroxide → Cetirizine potassium

HRID 1248576

Reaktionsgleichung

Reaktionsgleichung von HRID 1248576
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][O:17][CH2:18][C:19]([O:21]C)=[O:20])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[OH-].[K+:30]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:9]2[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][O:17][CH2:18][C:19]([O-:21])=[O:20])[CH2:13][CH2:14]2)=[CH:4][CH:3]=1.[K+:30]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 608480Cetirizine methyl ester

Produkt 1

HCID 23711638Cetirizine potassiumAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

16.8 g (0.0417 mole) of methyl 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetate (prepared in the manner described above in Example 1.3) are dissolved in 65 ml of absolute ethanol. 42 ml of a 1 N ethanolic solution of potassium hydroxide are then added thereto and the reaction mixture is heated under reflux for 4 hours. It is then cooled and the precipitate removed by filitration, after washing with diethyl ether. The filtrate is evaporated to dryness and the evaporation residue is triturated with diethyl ether aand left to crystallize, 10.5 g of hydroscopic potassium 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetate being obtained. The yield is 56% of theory; M.P. 161°-163° C.

Aufarbeitung

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 4 hours
  3. temperatureIt is then cooled
  4. customthe precipitate removed by filitration
  5. washafter washing with diethyl ether
  6. customThe filtrate is evaporated to dryness
  7. customthe evaporation residue is triturated with diethyl ether
  8. waitleft
  9. customto crystallize

Quellen und Nachweise

ORD-Eintrag
ord-28c43da10a344c36974a02b235cd667f
Quelldatensatz
uspto-grants-1985_06
Patentnummer
US04525358

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