HCID 22494617, compound → HCID 22494683, compound

HRID 1816723Notes

Reaction equation

HRID 1816723 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][O:20][CH:21]3[CH2:26][CH2:25][CH2:24][CH:23]=[CH:22]3)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]>C(O)C.[C].[Pd]>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH2:18][CH2:19][O:20][CH:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)=[CH:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 22494617HCID 22494617, compound

Product 1

HCID 22494683HCID 22494683, compoundYield 75.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of crude 1-acetyl-4-[4-[3-(2-cyclohexen-1-yloxy)propyloxy]phenyl]piperazine (1.55 g) in ethanol (16 ml) was hydrogenated at atmospheric pressure with 10% palladium-carbon (0.16 g) for 5 hours. After removal of catalyst by filtration, the filtrate was concentrated in vacuo to give crude 1-acetyl-4-[4-(3-cyclohexyloxypropyloxy)phenyl]piperazine (1.18 g), that was used in the next reaction directly, as a brown oil.

Workup

  1. customAfter removal of catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-c0fa1bda83ae4f2cace21f1d3474b299
Source dataset
uspto-grants-2005_04
Patent number
US06884868B1

Reaction notes

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