Water → HCID 21409852, compound

HRID 2071999Notes

Reaction equation

HRID 2071999 reaction equation
[CH:1]([NH:3][CH2:4][C:5]1([N:11]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]2)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1C=CC=CC=1.CCOCC>[CH3:1][NH:3][CH2:4][C:5]1([N:11]2[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH2:16]2)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1

Participants

7

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydride2×HCID 21409858N-[[1-(4-Methyl-1-piperazinyl)cyclohexyl]methyl]formamide

Product 1

HCID 21409852HCID 21409852, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 3283Diethyl EtherSolvent

Procedure

1-(1-Formylaminomethylcyclohexyl)-4-methylpiperazine (5.97 g, 0.025 mole) was dissolved in dry benzene (100 ml) and added dropwise to a stirred suspension of lithium aluminum hydride (3.8 g; 0.1 mole) in dry ether (200 ml). The suspension was refluxed for four days and excess lithium aluminium hydride decomposed by the dropwise addition of water (8 ml), 30% sodium hydroxide solution (6 ml) and water (28 ml). The ether/benzene layer was separated, dried (Na2SO4) and evaporated to yield an amber, mobile oil (5.2 g. 93.0%) which failed to crystallise or produce stable salts. Distillation of this oil in vacuo gave 1-(1-methylaminomethylcyclohexyl)-4-methylpiperazine as a colourless oil.

Workup

  1. temperatureThe suspension was refluxed for four days
  2. customThe ether/benzene layer was separated
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customto yield an amber, mobile oil (5.2 g. 93.0%) which
  6. customto crystallise
  7. customproduce stable salts
  8. distillationDistillation of this oil in vacuo

Sources & evidence

ORD record
ord-11c16df9bbe34e55a2b3d35c8a0e4dc4
Source dataset
uspto-grants-1977_09
Patent number
US04049663

Reaction notes

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