Piperidine-1-propanol → HCID 70516746, compound

HRID 1164362Notes

Reaction equation

HRID 1164362 reaction equation
[ClH:1].[C:2]1([C:8]2([C:14]([Cl:16])=[O:15])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:17]1([CH2:23][CH2:24][CH2:25][OH:26])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>CC1C=CC=CC=1>[OH2:15].[ClH:16].[ClH:1].[C:2]1([C:8]2([C:14]([O:26][CH2:25][CH2:24][CH2:23][N:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)=[O:15])[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 66032Piperidine-1-propanolHCID 20511800HCID 20511800, compound

Product 1

HCID 70516746HCID 70516746, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a stirred and refluxing mixture of 14 parts of 4-phenyl-4-piperidinecarbonyl chloride hydrochloride and 130 parts of methylbenzene are added dropwise 6.9 parts of 1-piperidinepropanol. Upon completion, stirring is continued overnight at reflux temperature. The methylbenzene-phase is decanted and the residual oil is boiled in a mixture of 2,2'-oxybispropane and ethanol. The precipitated product is filtered off and dried, yielding 14 parts of 3-(1-piperidinyl)-propyl 4-phenyl-4-piperidinecarboxylate dihydrochloride monohydrate; mp. 176.1° C.

Workup

  1. temperaturerefluxing
  2. stirringUpon completion, stirring
  3. temperatureat reflux temperature
  4. customThe methylbenzene-phase is decanted
  5. additionthe residual oil is boiled in a mixture of 2,2'-oxybispropane and ethanol
  6. filtrationThe precipitated product is filtered off
  7. customdried

Sources & evidence

ORD record
ord-7a6580e6c5d94251974f6b0181acd52b
Source dataset
uspto-grants-1983_01
Patent number
US04369184

Reaction notes

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