Piperidine → N-{3-[2-Bromo-4-(1,1-dimethylpentyl)-phenyl]-2-methylpropyl}-piperidine

HRID 2418277Notes

Reaction equation

HRID 2418277 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:14])([CH3:13])[CH2:9][CH2:10][CH2:11][CH3:12])[CH:5]=[CH:4][C:3]=1[CH2:15][CH:16]([CH3:19])[CH2:17]Cl.[NH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:14])([CH3:13])[CH2:9][CH2:10][CH2:11][CH3:12])[CH:5]=[CH:4][C:3]=1[CH2:15][CH:16]([CH3:19])[CH2:17][N:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 131419943-[2-Bromo-4-(1,1-dimethyl-pentyl)-phenyl]-2-methylpropyl chloride

Product 1

HCID 13142000N-{3-[2-Bromo-4-(1,1-dimethylpentyl)-phenyl]-2-methylpropyl}-piperidineYield 47.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 50 g of XIII and 38.3 g of piperidine was heated at 150° C. for 7 hours. The mixture was cooled and then taken up in CHCl3, and the solution was washed with dilute NaOH and then with water, dried over Na2SO4 and concentrated. Distillation of the residue gave 27 g of (XIV) of boiling point 170°-171° C./0.1 mbar.

Workup

  1. temperatureThe mixture was cooled
  2. washthe solution was washed with dilute NaOH
  3. dry with materialwith water, dried over Na2SO4
  4. concentrationconcentrated
  5. distillationDistillation of the residue

Sources & evidence

ORD record
ord-7900d5bd6d8c488f9b05c40a826845a6
Source dataset
uspto-grants-1984_09
Patent number
US04472412

Reaction notes

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