Acetic Acid → 1-(4-Hydroxybenzyl)-1,2,3,6-tetrahydropyridine hydrochloride

HRID 236556Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 236556
C([O:9][C:10]1[CH:22]=[CH:21][C:13]([CH2:14][N:15]2[CH2:20][CH:19]=[CH:18][CH2:17][CH2:16]2)=[CH:12][CH:11]=1)(=O)C1C=CC=CC=1.[OH-].[Na+].C(O)(=O)C.[ClH:29]>C(O)C.O>[ClH:29].[OH:9][C:10]1[CH:22]=[CH:21][C:13]([CH2:14][N:15]2[CH2:16][CH:17]=[CH:18][CH2:19][CH2:20]2)=[CH:12][CH:11]=1

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 202161341-(4-Benzoyloxybenzyl)-1,2,3,6-tetrahydropyridine

Produkt 1

HCID 202161261-(4-Hydroxybenzyl)-1,2,3,6-tetrahydropyridine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 1-(4-benzoyloxybenzyl)-1,2,3,6-tetrahydropyridine (1.0 g.) in ethanol (15 ml.) and water (5 ml.) containing sodium hydroxide (0.245 g.) was stirred for 2.5 hours. Ice-water (35 ml.) was added followed by acetic acid to pH7. The solid which formed was collected by filtration, washed with water, dried and dissolved in acetone (10 ml.). The solution obtained was acidified with concentrated hydrochloric acid to pH3 to give 1-(4-hydroxybenzyl)-1,2,3,6-tetrahydropyridine hydrochloride (0.6 g.), m.p. 232°-4° C.

Aufarbeitung

  1. customThe solid which formed
  2. filtrationwas collected by filtration
  3. washwashed with water
  4. customdried
  5. dissolutiondissolved in acetone (10 ml.)
  6. customThe solution obtained

Quellen und Nachweise

ORD-Eintrag
ord-1a3e9270cab846bca29f8a7086ed0548
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04645771

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