HCID 20232567, compound → HCID 20232458, compound

HRID 2290475Notes

Reaction equation

HRID 2290475 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[N:11]1([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:18][CH:17]=2)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 20232567HCID 20232567, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20232458HCID 20232458, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 57 g. (0.126 mole) ethyl 3-{4-[2-(1-benzylpiperazin-4-yl)-ethyl]-phenyl}-propionate and 200 ml. ethanol is hydrogenated, with the addition of 10% palladium-charcoal, at 50° C. and 50 bar hydrogen pressure in a shaking autoclave, then allowed to cool and filtered. After evaporation, the residue is dissolved in diethyl ether. The dihydrochloride is now precipitated out by adding hydrogen chloride-containing diethyl ether. The dihydrochloride is triturated with ethanol and filtered off with suction. Yield 31.0 g. (68% of theory) ethyl 3-{4-[2-(piperazin-1-yl)-ethyl]-phenyl}-propionate dihydrochloride; m.p. 243°-244° C.

Workup

  1. additionA mixture of 57 g
  2. temperatureto cool
  3. filtrationfiltered
  4. customAfter evaporation
  5. dissolutionthe residue is dissolved in diethyl ether
  6. customThe dihydrochloride is now precipitated out
  7. additionby adding hydrogen chloride-
  8. additioncontaining diethyl ether
  9. customThe dihydrochloride is triturated with ethanol
  10. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-307522519f22453fa40cf6832dcfd6bc
Source dataset
uspto-grants-1986_10
Patent number
US04616086

Reaction notes

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