Piperidine → 170488-48-9

HRID 618087Notes

Reaction equation

HRID 618087 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13](=[O:15])[CH3:14])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[NH:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]([CH:25]=O)=[CH:17]1.N1CCCCC1>C(O)C>[NH:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18](/[CH:25]=[CH:14]/[C:13]([C:5]2[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)=[O:15])=[CH:17]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 10256Indole-3-CarboxaldehydeHCID 143453',4',5'-Trimethoxyacetophenone

Product 1

HCID 9927763170488-48-9Yield 65.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3',4',5'-Trimethoxyacetophenone (42.0 g) and indole-3-carboxaldehyde (29.0 g) were dissolved in ethanol (200 ml), and piperidine (17.0 g) was added thereto, followed by heating under reflux for 48 hours. The reaction solution was ice-cooled, and the precipitated crystals were collected by filtration to give Compound 1 (44.4 g).

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 48 hours
  3. temperaturecooled
  4. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-80521fa8bdf74a33bee9bce6142c3d8c
Source dataset
uspto-grants-1999_09
Patent number
US05952355

Reaction notes

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