HCID 15634224, compound → HCID 15634226, compound

HRID 1156275Notes

Reaction equation

HRID 1156275 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:26]=[C:27]([O:31][CH3:32])[C:28]=1[O:29][CH3:30])[O:6][CH2:7][CH:8]([OH:25])[CH2:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[N+:22]([O-])=O)[CH2:12][CH2:11]1>CO.[Pd].[C]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:26]=[C:27]([O:31][CH3:32])[C:28]=1[O:29][CH3:30])[O:6][CH2:7][CH:8]([OH:25])[CH2:9][N:10]1[CH2:11][CH2:12][N:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[NH2:22])[CH2:14][CH2:15]1

Participants

4

Reactant 1

HCID 15634224HCID 15634224, compound

Product 1

HCID 15634226HCID 15634226, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

6 g (0124 mole) (±)-1-[3-(3,4,5-trimethoxyphenoxy)-2-hydroxy-propyl]-4-(2-nitro-phenyl)-piperazine are dissolved in 300 ml of methanol and hydrogenated in the presence of 0.5 g Pd-carbon (10%) at room temperature. After filtering off the catalyst and removal of the solvent in vacuo it is recrystallized from ethanol. Yield: 94%. M.p. of the monohydrochloride: 181°-183° C.

Workup

  1. filtrationAfter filtering off
  2. customthe catalyst and removal of the solvent in vacuo it
  3. customis recrystallized from ethanol
  4. custom181°-183° C.

Sources & evidence

ORD record
ord-4823fa389ab24da086a3726ef966732f
Source dataset
uspto-grants-1982_06
Patent number
US04335126

Reaction notes

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