N-Methylpiperidine → HCID 19907440, compound

HRID 2371542Notes

Reaction equation

HRID 2371542 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Br)=[CH:10][CH:9]=1.[CH3:21][N:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>C(O)C>[Br-:1].[Br-:1].[CH3:21][N+:22]1([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][N+:22]3([CH3:21])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)=[CH:10][CH:9]=2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 12291N-MethylpiperidineHCID 19907341HCID 19907341, compound

Product 1

HCID 19907440HCID 19907440, compoundYield 59.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

First, 0.28 g of 1,4-bis(6-bromohexyl)benzene and 0.5 g of N-methylpiperidine were dissolved in 4 ml of absolute ethanol, and the mixture was refluxed for 2 hours and evaporated under a reduced pressure to remove the solvent. After adding acetone and then ethanol, the whole was allowed to stand in a freezer for 3 days. The resulting crystal was collected by filtration, washed with acetone and dried under a reduced pressure to obtain 0.125 g of the title compound as a colorless crystal.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. customevaporated under a reduced pressure
  3. customto remove the solvent
  4. additionAfter adding acetone
  5. filtrationThe resulting crystal was collected by filtration
  6. washwashed with acetone
  7. customdried under a reduced pressure

Sources & evidence

ORD record
ord-709f7c76a01f4fdd84751258a888e845
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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