HCID 13971534, compound → HCID 23313724, compound

HRID 745561Notes

Reaction equation

HRID 745561 reaction equation
[ClH:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:21])[CH2:10][CH2:11][CH:12]2[C:17](=[O:18])[CH:16]3[CH2:19][CH2:20][N:13]2[CH2:14][CH2:15]3)=[CH:5][C:4]=1[N+:22]([O-])=O.[H][H]>[Pd].C(O)C>[ClH:2].[ClH:1].[NH2:22][C:4]1[CH:5]=[C:6]([C:9](=[O:21])[CH2:10][CH2:11][CH:12]2[C:17](=[O:18])[CH:16]3[CH2:19][CH2:20][N:13]2[CH2:14][CH2:15]3)[CH:7]=[CH:8][C:3]=1[Cl:2]

Participants

5

Reactant 2

HCID 13971534HCID 13971534, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23313724HCID 23313724, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Hydrogenate 11.2 g (0.03 mole) of 2-[3-(4-chloro-3-nitrophenyl)-3-oxopropyl]-1-azabicyclo[2.2.2]octan-3-one hydrochloride over 1.5 g of 10% palladium on carbon catalyst in 250 ml of ethanol. Follow the progress of the reaction by hydrogen uptake and by thin-layer chromatography. When the reaction is complete remove the catalyst by filtration. To the filtrate add 5 ml of concentrated hydrochloric acid. Remove the solvent in vacuo to give the title compound.

Workup

  1. customWhen the reaction is complete remove the catalyst
  2. filtrationby filtration
  3. additionTo the filtrate add 5 ml of concentrated hydrochloric acid
  4. customRemove the solvent in vacuo

Sources & evidence

ORD record
ord-92b56bc043bb495b945f86eed0e58f31
Source dataset
uspto-grants-1986_07
Patent number
US04599344

Reaction notes

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