Diethyl Ether → HCID 20071589, compound

HRID 981416Notes

Reaction equation

HRID 981416 reaction equation
[ClH:1].[OH:2][C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:4]=1[CH2:10][C:11]([N:13]1[CH2:18][CH2:17][N:16](CC2C=CC=CC=2)[CH2:15][CH2:14]1)=[O:12].CCOCC>C(O)C.[H][H].[Pd]>[ClH:1].[OH:2][C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:4]=1[CH2:10][C:11]([N:13]1[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]1)=[O:12]

Participants

6

Reactant 2

HCID 3283Diethyl EtherHCID 20071563HCID 20071563, compound

Product 1

HCID 20071589HCID 20071589, compoundYield 122.2%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution (10 ml) of 1-(2,4-dihydroxyphenyl-acetyl)-4-benzylpiperazine.hydrochloride (160 mg) obtained in Example 9, ii) in ethanol is added palladium-black (30 mg) to subject to catalytic reduction in hydrogen at 40° C. under twice atmospheric pressure for 10 hours. The catalyst is removed by filtration and the filtrate is concentrated under reduced pressure. The glass-like substance obtained is digested with ether into powder. This is filtered and dried to obtain 1-(2,4-dihydroxyphenylacetyl)piperazine.hydrochloride (147 mg).

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe glass-like substance obtained
  4. filtrationThis is filtered
  5. customdried

Sources & evidence

ORD record
ord-202d596243344b9ab6a403cb6b3055dd
Source dataset
uspto-grants-1991_02
Patent number
US04990511

Reaction notes

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