1-(2-Hydroxyethyl)piperazine → 3-[4-(2-Hydroxyethyl)piperazin-1-yl]propan-1-ol

HRID 845019Notes

Reaction equation

HRID 845019 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.[CH2:10]([OH:13])[CH:11]=[CH2:12].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>O>[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([CH2:12][CH2:11][CH2:10][OH:13])[CH2:6][CH2:5]1

Participants

6

Reactant 4

HCID 76771-(2-Hydroxyethyl)piperazineHCID 7858Allyl AlcoholHCID 11430Potassium CarbonateHCID 14798Sodium Hydroxide

Product 1

HCID 3425243-[4-(2-Hydroxyethyl)piperazin-1-yl]propan-1-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(2-hydroxyethyl)-piperazine, 26 grams, freshly distilled allyl alcohol, 36 g and sodium hydroxide, 8 g are heated to 118°-120° C. for 36 hours. The viscous reaction mixture is taken up into 250 ml water, and solid potassium carbonate is added to saturate the warmed solution. A yellow oil, the product, rises to the top. It is extracted with tetrahydrofuran, the solvent evaporated, the residue dissolved in ethanol, the solution filtered, and the ethanol evaporated under vacuum to a thick oil, which solidifies on standing to give the isolated product, [I], above.

Workup

  1. additionis added
  2. concentrationto saturate the warmed solution
  3. extractionIt is extracted with tetrahydrofuran
  4. customthe solvent evaporated
  5. dissolutionthe residue dissolved in ethanol
  6. filtrationthe solution filtered
  7. customthe ethanol evaporated under vacuum to a thick oil, which
  8. customto give the isolated product, [I]

Sources & evidence

ORD record
ord-dde797f15e3247bea2cbf830a800653a
Source dataset
uspto-grants-1988_07
Patent number
US04755515

Reaction notes

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