Acetic Acid → HCID 20216126, compound

HRID 236556Notes

Reaction equation

HRID 236556 reaction equation
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

Participants

7

Reactant 4

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

Product 1

HCID 20216126HCID 20216126, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

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.

Workup

  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

Sources & evidence

ORD record
ord-1a3e9270cab846bca29f8a7086ed0548
Source dataset
uspto-grants-1987_02
Patent number
US04645771

Reaction notes

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