HCID 21481138, compound → 3-[2-(1-Piperazinyl)ethyl]-2-oxazolidinone

HRID 435684Notes

Reaction equation

HRID 435684 reaction equation
Cl.Cl.C([N:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]2[CH2:22][CH2:21][O:20][C:19]2=[O:23])[CH2:12][CH2:11]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[N:13]1([CH2:16][CH2:17][N:18]2[CH2:22][CH2:21][O:20][C:19]2=[O:23])[CH2:14][CH2:15][NH:10][CH2:11][CH2:12]1

Participants

5

Reactant 2

HCID 21481138HCID 21481138, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 122755453-[2-(1-Piperazinyl)ethyl]-2-oxazolidinone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

291 g of 3-[2-(4-benzyl-1-piperazinyl)-ethyl]-2-oxazolidinone dihydrochloride in 7 litres of methanol are hydrogenated in the presence of 70 g of palladium/carbon (5%) at 50° C and 10 atmospheres of hydrogen. The mixture is filtered and concentrated under reduced pressure. The residue is treated with sodium hydroxide, extracted with chloroform, filtered through diatomaceous earth and concentrated. There is obtained 3-[2-(1-piperazinyl)-ethyl]-2-oxazolidinone as a yellow oil. The dihydrochloride of melting point 203° C (decomposition) is obtained by treatment with an excess of hydrochloric acid in methanol/ether.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue is treated with sodium hydroxide
  4. extractionextracted with chloroform
  5. filtrationfiltered through diatomaceous earth
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-a46e1198afdf4f44b01fa1b4f0dae01f
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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