Ethanol → HCID 20031327, compound

HRID 232286Notes

Reaction equation

HRID 232286 reaction equation
[CH2:1]([OH:3])[CH3:2].[CH2:4]([CH:6]1[O:8][CH2:7]1)Cl.[CH2:9]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[OH-].[Na+]>CCOCC.[Cl-].[Zn+2].[Cl-].O>[CH2:1]([O:3][CH2:4][CH:6]([OH:8])[CH2:7][N:18]1[CH2:19][CH2:20][N:15]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:16][CH2:17]1)[CH3:2]

Participants

8

Reactant 4

HCID 702EthanolHCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 27365131-Hexylpiperazine

Product 1

HCID 20031327HCID 20031327, compound

Reagents, catalysts & solvents 3

HCID 3007855ZincchlorideCatalystHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
100 °C

Procedure

To 100 mL of ethanol add 87 g (0.1 mol) of epichlorohydrin and zinc chloride (1 mL of a 0.872M solution in ether). Stir the reaction mixture at 100° C. for 2 days at which time remove the heat source and add 17.0 g (0.1 mol) of 1-hexyl-piperazine and 20 mL of 50% aqueous sodium hydroxide. Heat the reaction for 3 hours. Add 100 mL of water and extract twice with 200 mL of ether. Combine the organic layers and dry over Na2SO4. Remove the drying agent by filtration and evaporate the solvent in vacuo to obtain the title compound.

Workup

  1. customremove the heat source
  2. temperatureHeat
  3. customthe reaction for 3 hours
  4. extractionextract twice with 200 mL of ether
  5. dry with materialdry over Na2SO4
  6. customRemove the drying agent
  7. filtrationby filtration
  8. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-0b7b9ae01a2941eebf77d020829cd480
Source dataset
uspto-grants-1989_07
Patent number
US04851526

Reaction notes

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