Piperazine → HCID 54249874, compound

HRID 1728412Notes

Reaction equation

HRID 1728412 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[O:7]1[CH2:11][CH:8]1[CH:9]=[CH2:10]>C1COCC1.[Pd]>[OH:7][CH2:11][CH:8]=[CH:9][CH2:10][N:1]1[CH2:6][CH2:5][N:4]([CH2:10][CH:9]=[CH:8][CH2:11][OH:7])[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 4837PiperazineHCID 13586Vinyloxirane

Product 1

HCID 54249874HCID 54249874, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1.23 g (14.3 mmol) of piperazine was dissolved in 20 ml of THF. 0.8 g of the polymer-bound palladium catalyst of Example 2 and 2.3 ml (28.6 mmol) 3,4-epoxy-1-butene was then added to the reaction mixture. The reaction mixture was stirred for 24 hours at room temperature. The catalyst was removed by filtration and the filtrate was concentrated at reduced pressure, resulting in a 98% yield of N,N'-di-(4-hydroxy-2-butenyl)-piperazine (1,4 adduct). None of the isomeric 1,2 adduct was detected.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated at reduced pressure

Sources & evidence

ORD record
ord-5a35d10169504ea1aa863d1756f7cc10
Source dataset
uspto-grants-1994_07
Patent number
US05326873

Reaction notes

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