1,4-Dioxane → 4-[3-(4-Methylpiperazin-1-yl)propyl]morpholine

HRID 1701978Notes

Reaction equation

HRID 1701978 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH:7]([CH3:10])C=O)[CH2:3][CH2:2]1.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.[H][H].O1CCOC[CH2:21]1>[Ni]>[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][N:15]([CH3:21])[CH2:14][CH2:13]2)[CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 312751,4-DioxaneHCID 531671-MethylpiperazineHCID 22174296HCID 22174296, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 179587744-[3-(4-Methylpiperazin-1-yl)propyl]morpholine

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

143 g (1 mol) of morpholinopropionaldehyde in 143 g of dioxane are forced into 100 g (1 mol) of N-methylpiperazine and 30 g of Raney nickel at 115° C. and a hydrogen pressure of 140 bar, and hydrogenated for 2 hours. The reaction mixture is suction filtered, concentrated by evaporation and distilled.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated by evaporation
  3. distillationdistilled

Sources & evidence

ORD record
ord-553cea2c76ae45b29fe2ba0bedc9dbe3
Source dataset
uspto-grants-1983_04
Patent number
US04379861

Reaction notes

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