Hydrochloric Acid → 4-[3-(1-Piperidinylmethyl)phenoxy]butanoic acid

HRID 485379

Reaktionsgleichung

Reaktionsgleichung von HRID 485379
C([O:3][C:4](=[O:22])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:10]=1)C.[OH-].[K+].Cl>C(O)C.O>[N:16]1([CH2:15][C:11]2[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=2)[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:22])=[O:3])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14221804Ethyl 4-(3-piperidinomethylphenoxy)butyrate

Produkt 1

HCID 142218054-[3-(1-Piperidinylmethyl)phenoxy]butanoic acidAusbeute 88,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of ethyl-4-[3-(1-piperidinylmethyl)phenoxy]butanoate (6.1 g) and potassium hydroxide (6.0 g) in ethanol (50 ml) and water (50 ml) was heated under reflux during 0.5 h. The cool solution was neutralised to pH 7 with 5N hydrochloric acid, and evaporated to dryness under reduced pressure. The residue was dissolved in ethanol (100 ml), filtered and the filtrate was evaporated to leave a residue which was crystallised from a mixture of methanol and ether to give the title compound as a white crystalline solid (4.91 g) m.p. 73.5°; tlc System B, Rf 0.3.

Aufarbeitung

  1. temperatureunder reflux during 0.5 h
  2. customevaporated to dryness under reduced pressure
  3. dissolutionThe residue was dissolved in ethanol (100 ml)
  4. filtrationfiltered
  5. customthe filtrate was evaporated
  6. customto leave a residue which
  7. customwas crystallised from a mixture of methanol and ether

Quellen und Nachweise

ORD-Eintrag
ord-b38858bcfd8740b0bb215ae6e5f313ad
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04536508

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