1-Benzyl-4-piperidylamine → HCID 20544688, compound

HRID 2285493Notes

Reaction equation

HRID 2285493 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:15]1[C:20]2[CH:21]=[CH:22][CH:23]=[C:24]([C:25]([Cl:27])=[O:26])[C:19]=2[O:18][CH2:17][CH2:16]1>C(Cl)(Cl)Cl>[ClH:27].[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:25]([C:24]2[C:19]3[O:18][CH2:17][CH2:16][O:15][C:20]=3[CH:21]=[CH:22][CH:23]=2)=[O:26])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 4158521-Benzyl-4-piperidylamineHCID 27950312,3-Dihydro-1,4-benzodioxine-5-carbonyl chloride

Product 1

HCID 20544688HCID 20544688, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

200 ml of chloroform and 50 g of 1-benzyl-4-amino piperidine were introduced into a balloon flask provided with an agitator and a thermometer, and then 50 g of 1,4-benzodioxane-5-carbonyl chloride was added in portions at a temperature of from 5°-10° C. After agitation of the mixture at ambient temperature the solvent was removed under vacuum and the residue was dissolved in 300 ml of water. After precipitation of the base by addition of ammonia, the water was removed and the resulting product was treated with a solution of hydrochloric acid. 75 g of N-(1-benzyl-4-piperidyl)-1,4-benzodioxane-5-carboxamide hydrochloride was produced (M.P.: 205° C.; yield: 77%).

Workup

  1. customprovided with an agitator
  2. customAfter agitation of the mixture at ambient temperature the solvent was removed under vacuum
  3. dissolutionthe residue was dissolved in 300 ml of water
  4. customAfter precipitation of the base
  5. additionby addition of ammonia
  6. customthe water was removed
  7. additionthe resulting product was treated with a solution of hydrochloric acid

Sources & evidence

ORD record
ord-2c9284e7f90a4936b0c89b12010ed73f
Source dataset
uspto-grants-1982_04
Patent number
US04323503

Reaction notes

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