Sodium Carbonate → HCID 20187488, compound

HRID 2308759Notes

Reaction equation

HRID 2308759 reaction equation
Br[CH:2]([CH3:15])[C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([O:12][CH3:13])=[C:7]([CH3:14])[CH:6]=1)=[O:4].[CH3:16][C:17]1[CH:29]=[CH:28][C:20]([CH2:21][CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:19][CH:18]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH3:16][C:17]1[CH:18]=[CH:19][C:20]([CH2:21][CH:22]2[CH2:27][CH2:26][N:25]([CH:2]([CH3:15])[C:3]([C:5]3[CH:10]=[C:9]([CH3:11])[C:8]([O:12][CH3:13])=[C:7]([CH3:14])[CH:6]=3)=[O:4])[CH2:24][CH2:23]2)=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 33756034-[(4-Methylphenyl)methyl]piperidineHCID 20187480HCID 20187480, compound

Product 1

HCID 20187488HCID 20187488, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.9 g (0.022 mol) of 2-bromo-4'-methoxy-3',5'-dimethylpropiophenone are dissolved in 30 ml of ethanol, 4.2 g (0.022 mol) of 4-(4-methylbenzyl)-piperidine and then 2.12 g (0.02 mol) of sodium carbonate are added and the mixture is heated under reflux for 2 hours. It is left to cool, the inorganic precipitate is filtered off and the filtrate is evaporated. The residual oil is purified by chromatography on silica using acetone as the eluant. This gives 8 g of a product, which is used as such.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. waitIt is left
  4. temperatureto cool
  5. filtrationthe inorganic precipitate is filtered off
  6. customthe filtrate is evaporated
  7. customThe residual oil is purified by chromatography on silica

Sources & evidence

ORD record
ord-669b4c24f22a44639d6ddb2193448412
Source dataset
uspto-grants-1987_09
Patent number
US04690931

Reaction notes

Loading…