Water → Hydrochloric Acid

HRID 1460159Notes

Reaction equation

HRID 1460159 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.O.[CH3:8][O:9][C:10]1[CH:11]=[C:12]([CH:15]=[C:16]([O:20][CH3:21])[C:17]=1[O:18][CH3:19])[CH2:13][Cl:14]>C(O)C>[ClH:14].[CH3:21][O:20][C:16]1[CH:15]=[C:12]([CH:11]=[C:10]([O:9][CH3:8])[C:17]=1[O:18][CH3:19])[CH2:13][N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 962WaterHCID 4837Piperazine2×HCID 774485-(Chloromethyl)-1,2,3-trimethoxybenzene

Product 2

HCID 313Hydrochloric AcidHCID 1040951-[(3,4,5-Trimethoxyphenyl)methyl]piperazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Procedure

A mixture of 4.48 g of piperazine (6 hydrates) and 10 ml of ethanol was warmed at 65°-70° C. to give a homogeneous solution. To the solution were added 4.09 g of piperazine?2HCl H2O and 5 ml of ethanol. At the same temperature, 5.0 g of 3,4,5-trimethoxybenzyl chloride and 15 ml of ethanol were further added at once. The resulting mixture was stirred at 65°-70° C. for additional 30 min. and then chilled with ice. A precipitated insoluble was removed by filtration, and the resulting mother liquer was concentrated. To the concentrated mother liquer was added 8 ml of ethanolic 6-N hydrochloric acid. The mixture was stirred for 30 min under chilling with ice. Precipitated crystals were collected by filtration, washed with ethanol and dried to give hydrochloride of the desired compound.

Workup

  1. temperaturewas warmed at 65°-70° C.
  2. customto give a homogeneous solution
  3. temperaturechilled with ice
  4. customA precipitated insoluble was removed by filtration
  5. concentrationthe resulting mother liquer was concentrated
  6. additionTo the concentrated mother liquer was added 8 ml of ethanolic 6-N hydrochloric acid
  7. stirringThe mixture was stirred for 30 min
  8. temperatureunder chilling with ice
  9. customPrecipitated crystals
  10. filtrationwere collected by filtration
  11. washwashed with ethanol
  12. customdried

Sources & evidence

ORD record
ord-b9fec6a2738f4efa8de84a49a5385fec
Source dataset
uspto-grants-1991_12
Patent number
US05070089

Reaction notes

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