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Hydrochloric Acid → 3-[p-[1-Chloro-3-(2-hydroxyethyl)oxy-2-methylpropyl]benzyl]pyridine

HRID 569174
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 569174
O[CH:2]([C:10]1[CH:22]=[CH:21][C:13]([CH2:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:12][CH:11]=1)[CH:3]([CH3:9])[CH2:4][O:5][CH2:6][CH2:7][OH:8].[ClH:23].O.C(=O)([O-])O.[Na+]>C(O)C.C(OCC)(=O)C>[Cl:23][CH:2]([C:10]1[CH:22]=[CH:21][C:13]([CH2:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:12][CH:11]=1)[CH:3]([CH3:9])[CH2:4][O:5][CH2:6][CH2:7][OH:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 201486043-[p-[1-Hydroxy-3-(2-hydroxyethyl)oxy-2-methylpropyl]benzyl]pyridine

Produkt 1

HCID 137455253-[p-[1-Chloro-3-(2-hydroxyethyl)oxy-2-methylpropyl]benzyl]pyridineAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702
Ethanol
Lösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In 13.7 ml of ethanol was dissolved 2.74 g of 3-[p-[1-hydroxy-3-(2-hydroxyethyl)oxy-2-methylpropyl]benzyl]pyridine, and the resulting solution was saturated with hydrogen chloride with ice-cooling, after which the solution was subjected to reaction at room temperature for 2 hours. The solvent was removed by distillation under reduced pressure, and to the residue thus obtained were added 10 ml of water and 20 ml of ethyl acetate, after which the pH of the resulting mixture was adjusted to 7.0 with sodium hydrogencarbonate. The organic layer was separated, washed with 10 ml of water, and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to obtain 2.85 g (yield 98%) of colorless, oily 3-[p-[1-chloro-3-(2-hydroxyethyl)oxy-2-methylpropyl]benzyl]pyridine.

Aufarbeitung

  1. temperaturecooling
  2. customafter which the solution was subjected to reaction at room temperature for 2 hours
  3. customThe solvent was removed by distillation under reduced pressure
  4. customto the residue thus obtained
  5. customThe organic layer was separated
  6. washwashed with 10 ml of water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe solvent was removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-42c9aea37f6242a4ace44414e747e7c0
Quelldatensatz
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04731370

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