Hydrochloric Acid → 1-Cyclopropylpiperazine dihydrochloride

HRID 560995Notes

Reaction equation

HRID 560995 reaction equation
[CH:1]1([N:4]2[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.[ClH:17]>O1CCOCC1>[ClH:17].[ClH:17].[CH:1]1([N:4]2[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20294524tert-Butyl 4-cyclopropylpiperazine-1-carboxylate

Product 1

HCID 212208121-Cyclopropylpiperazine dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
45 °C

Procedure

A solution of tert-butyl 4-cyclopropylpiperazine-1-carboxylate (92 g) in 1,4-dioxane (200 mL) was treated with HCl (4 M in 1,4-dioxane, 500 mL) over 10 min while maintaining the temperature below 40° C. After the addition was complete, the mixture was heated at 45° C. for 9 h and then was cooled to room temperature. The thick suspension was diluted with hexanes (400 mL) and was cooled to 10° C. The resulting solid was collected by filtration, washed with hexanes, and dried to yield the title compound as a white solid.

Workup

  1. temperaturewhile maintaining the temperature below 40° C
  2. additionAfter the addition
  3. temperaturewas cooled to room temperature
  4. temperaturewas cooled to 10° C
  5. filtrationThe resulting solid was collected by filtration
  6. washwashed with hexanes
  7. customdried

Sources & evidence

ORD record
ord-834ec9463783465db53ebcb30489c760
Source dataset
uspto-grants-2011_11
Patent number
US08063206B2

Reaction notes

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