1,4-Dioxane hydrochloride → 1-(3,3-Dimethyl-butyl)-piperazine dihydrochloride

HRID 220774Notes

Reaction equation

HRID 220774 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:20].O1CCOCC1>CO>[ClH:20].[ClH:20].[CH3:17][C:16]([CH3:19])([CH3:18])[CH2:15][CH2:14][N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 589749064-(3,3-Dimethyl-butyl)-piperazine-1-carboxylic Acid tert-butyl Ester

Product 1

HCID 670538001-(3,3-Dimethyl-butyl)-piperazine dihydrochlorideYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-(3,3-dimethyl-butyl)-piperazine-1-carboxylic acid tert-butyl ester from Example E4.1 (9.1 g, 31.8 mmol) in methanol (100 ml) was treated with 4N HCl/dioxan (100 ml) and the mixture was stirred at room temperature for 30 min then concentrated in vacuo. The residue was triturated with diethyl ether and the resulting solid recrystallised from methanol/diethyl ether to yield 1-(3,3-dimethyl-butyl)-piperazine dihydrochloride (7.4 g, 90%).

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe residue was triturated with diethyl ether
  3. customthe resulting solid recrystallised from methanol/diethyl ether

Sources & evidence

ORD record
ord-136c31ccb3984ac5ae7e1d944815d366
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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