Water → HCID 10494810, compound

HRID 1440754Notes

Reaction equation

HRID 1440754 reaction equation
[C-:1]#[N:2].[K+].O.[CH2:5]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:14][CH:13]1[CH2:25]Cl)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(O)C>[CH2:5]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:14][CH:13]1[CH2:25][C:1]#[N:2])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 9032Potassium Cyanide2×HCID 106631191,4-Dibenzyl-2-(chloromethyl)piperazine

Product 1

HCID 10494810HCID 10494810, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4.57 g (70.2 mmol) of potassium cyanide and 10 ml of water is heated to reflux. When the potassium cyanide has dissolved, 17 g (54 mmol) of the chloride obtained in Step b dissolved in 10 ml of ethanol are added slowly. When the addition is complete, the mixture is heated under reflux for 3 hours. After evaporation of the solvent, the mixture is taken up in chloroform and washed with water until the pH is neutral. The chloroform phase is dried over magnesium sulfate, filtered and evaporated off. The resulting residue is crystallised from hexane and yields 13.2 g of white crystals.

Workup

  1. temperatureis heated to reflux
  2. additionare added slowly
  3. additionWhen the addition
  4. temperaturethe mixture is heated
  5. temperatureunder reflux for 3 hours
  6. customAfter evaporation of the solvent
  7. washwashed with water until the pH
  8. dry with materialThe chloroform phase is dried over magnesium sulfate
  9. filtrationfiltered
  10. customevaporated off
  11. customThe resulting residue is crystallised from hexane

Sources & evidence

ORD record
ord-5c2d1086a15841a6a615bbe58ce9d4cd
Source dataset
uspto-grants-1996_03
Patent number
US05500426

Reaction notes

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