Piperidine → HCID 19085420, compound

HRID 962462Notes

Reaction equation

HRID 962462 reaction equation
[C:1]([N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][CH2:16]Cl)[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>>[C:1]([N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][CH2:16][N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 19085432HCID 19085432, compound

Product 1

HCID 19085420HCID 19085420, compound

Procedure

A mixture of 1-benzoyl-4-(2-chloroethyl)piperidine (5.86 g), piperidine (11.52 ml) and IMS (100 ml) was boiled under reflux for 10 hours. The mixture was evaporated to near dryness and then dried by azeotropic distillation with toluene. The residue was dissolved in dichloromethane, washed with 2M sodium hydroxide solution and then brine. The separated organic layer was extracted with 2M hydrochloric acid and the combined acidic layers were basified with 2M sodium hydroxide solution and then extracted with dichloromethane to give 1-benzoyl-4-(2-piperidinoethyl)piperidine as an oil.

Workup

  1. temperatureunder reflux for 10 hours
  2. customThe mixture was evaporated
  3. dry with materialdried by azeotropic distillation with toluene
  4. dissolutionThe residue was dissolved in dichloromethane
  5. washwashed with 2M sodium hydroxide solution
  6. extractionThe separated organic layer was extracted with 2M hydrochloric acid
  7. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-86bf453f49de469dac421fd34aea7112
Source dataset
uspto-grants-1998_06
Patent number
US05760035

Reaction notes

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