Sodium Carbonate → HCID 20187486, compound

HRID 2308755Notes

Reaction equation

HRID 2308755 reaction equation
Br[CH:2]([CH3:13])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([CH3:12])[CH:6]=1)=[O:4].[CH2:14]([CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:14]([CH:21]1[CH2:26][CH2:25][N:24]([CH:2]([CH3:13])[C:3]([C:5]2[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([CH3:12])[CH:6]=2)=[O:4])[CH2:23][CH2:22]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 317384-BenzylpiperidineHCID 20187479HCID 20187479, compound

Product 1

HCID 20187486HCID 20187486, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

12.15 g (0.05 mol) of 2-bromo-4'-hydroxy-3'-methylpropiophenone are dissolved in 25 ml of ethanol, 8.75 g (0.05 mol) of 4-benzylpiperidine diluted in 25 ml of ethanol, and then 5.4 g (0.05 mol) of sodium carbonate, are added and the mixture is heated under reflux for 1 and a half hours. The solvent is driven off and the residue is chromatographed on 100 g of silica using acetone as the eluant. This gives 18.4 g of a thick oil, which is used as such.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 1 and a half hours
  3. customthe residue is chromatographed on 100 g of silica

Sources & evidence

ORD record
ord-ce96f789871441dfaf4eadff3c6cb68b
Source dataset
uspto-grants-1987_09
Patent number
US04690931

Reaction notes

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