1,4-Dioxane → 1-(2-(2-Propynyloxy)ethyl)piperazine dihydrochloride

HRID 1740388Notes

Reaction equation

HRID 1740388 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15]CC#C)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:19].O1[CH2:25][CH2:24][O:23]CC1.O1CCOC[CH2:27]1>>[ClH:19].[ClH:19].[CH2:24]([O:23][CH2:15][CH2:14][N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[C:25]#[CH:27]

Participants

4

Reactant 3

HCID 312751,4-DioxaneHCID 204431481,4-Dioxane hydrochlorideHCID 21838636Tert-butyl 4-(pent-4-yn-1-yl)piperazine-1-carboxylate

Product 1

HCID 218386371-(2-(2-Propynyloxy)ethyl)piperazine dihydrochloride

Conditions

Temperature
60 °C

Procedure

To a solution of 10.70 g of 1-tert-butoxycarbonyl-4-(2-(2-propynyl)ethyl)piperazine in 1,4-dioxane was added 4N hydrochloric acid/1,4-dioxane, and the mixture was stirred at 60° C. After completion of the reaction, the mixture was concentrated and diethyl ether was added. The solid was collected by filtration and dried to give 11.83 g of the title compound.

Workup

  1. customAfter completion of the reaction
  2. concentrationthe mixture was concentrated
  3. additiondiethyl ether was added
  4. filtrationThe solid was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-0004e10095694e5d83afeee1ff6930e5
Source dataset
uspto-grants-1999_10
Patent number
US05969138

Reaction notes

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