Methylparaben → 4-(2-Piperidinoethoxy)benzoic acid hydrochloride

HRID 1290034

Reaktionsgleichung

Reaktionsgleichung von HRID 1290034
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[CH:4][CH:3]=1.Cl.[Cl:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+].C(OC(C)C)(=O)C>O>[ClH:13].[N:16]1([CH2:15][CH2:14][O:1][C:2]2[CH:11]=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Komponenten

6

Edukt 4

HCID 7456MethylparabenHCID 7915Isopropyl AcetateHCID 11430Potassium CarbonateHCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochloride

Produkt 1

HCID 57438354-(2-Piperidinoethoxy)benzoic acid hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a 250 mL 3 neck flask equipped with mechanical stirring, condenser, and heating apparatus consisting of a RTD probe hooked via a temperature controller to a heating mantle and under nitrogen atmosphere, the following were added: 7.61 g methyl 4-hydroxybenzoate, 11.05 g β-chloroethylpiperidine hydrochloride, 16.59 g powdered potassium carbonate, and 60 ML isopropyl acetate. The mixture was heated slowly to 80° C. After 5 hours, high performance liquid chromatography showed reaction to be 90% complete. After being left overnight at 80° C., reaction was complete. The mixture was then cooled to ambient temperature, after which 60 mL deionized water was added. The mixture was stirred until all solids dissolved. The aqueous layer was separated and discarded.

Aufarbeitung

  1. temperatureheating apparatus
  2. additionthe following were added
  3. customreaction
  4. waitAfter being left overnight at 80° C.
  5. customreaction
  6. temperatureThe mixture was then cooled to ambient temperature
  7. additionwas added
  8. dissolutiondissolved
  9. customThe aqueous layer was separated

Quellen und Nachweise

ORD-Eintrag
ord-e2319324dbf649da9e13f0233549441c
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05750688

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