Sodium Carbonate → HCID 20187487, compound

HRID 2308761Notes

Reaction equation

HRID 2308761 reaction equation
ClC(C)C(C1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:13][CH:12]=2)=CC=1)=O.[CH3:26][C:27]1[CH:39]=[CH:38][C:30]([CH2:31][CH:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)=[CH:29][CH:28]=1.C(=O)([O-])[O-:41].[Na+].[Na+]>C(O)C>[CH3:26][C:27]1[CH:28]=[CH:29][C:30]([CH2:31][CH:32]2[CH2:37][CH2:36][N:35]([CH:9]([CH3:10])[C:8]([C:11]3[CH:12]=[CH:13][C:14]([O:17][CH2:18][C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)=[CH:15][CH:16]=3)=[O:41])[CH2:34][CH2:33]2)=[CH:38][CH:39]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 33756034-[(4-Methylphenyl)methyl]piperidineHCID 20187478HCID 20187478, compound

Product 1

HCID 20187487HCID 20187487, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

13.7 g (0.05 mol) of 2-chloro-4'-(4-benzyloxyphenyl)-propiophenone are added to a solution of 9.4 g (0.05 mol) of 4-(4-methylbenzyl)-piperidine in 50 ml of ethanol, 5.3 g (0.05 mol) of sodium carbonate are then added and the mixture is heated under reflux for 3 and a half hours and left to stand overnight. The inorganic precipitate is filtered off, the ethanol is evaporated off, the oily residue is taken up in acetone and the acetone is evaporated off. The residual oil is chromatographed on 80 g of silica using acetone as the eluant, and 21 g of an oil used as such in the subsequent reduction, are collected.

Workup

  1. additionare then added
  2. temperaturethe mixture is heated
  3. temperatureunder reflux for 3 and a half hours
  4. waitleft
  5. filtrationThe inorganic precipitate is filtered off
  6. customthe ethanol is evaporated off
  7. customthe acetone is evaporated off
  8. customThe residual oil is chromatographed on 80 g of silica
  9. customare collected

Sources & evidence

ORD record
ord-30261259d6bb4e089af7c4780c79cd97
Source dataset
uspto-grants-1987_09
Patent number
US04690931

Reaction notes

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