Sodium sulfate decahydrate → 2-((tetrahydro-2H-pyran-4-yl)methyl)piperazine

HRID 1972391Notes

Reaction equation

HRID 1972391 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH:8]2[NH:13][C:12](=O)[CH2:11][NH:10][C:9]2=O)[CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[O:1]1[CH2:2][CH2:3][CH:4]([CH2:7][CH:8]2[CH2:9][NH:10][CH2:11][CH2:12][NH:13]2)[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 665824983-(tetrahydro-2H-pyran-4-ylmethyl)-2,5-piperazinedione

Product 1

HCID 665823632-((tetrahydro-2H-pyran-4-yl)methyl)piperazineYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 250 ml, round-bottomed flask was charged with 3-(tetrahydro-2H-pyran-4-ylmethyl)-2,5-piperazinedione (1.44 g, 6.78 mmol), 50 mL of THF, and lithium aluminum hydride (27.1 mL, 1M in THF, 27.1 mmol). After refluxing for 2 h, the mixture was cooled to room temperature where sodium sulfate decahydrate (10 g) was added. After stirring at room temperature for 1 h, the mixture was filtered and the filtrate was concentrated to give 2-((tetrahydro-2H-pyran-4-yl)methyl)piperazine (0.950 g) as a colorless oil.

Workup

  1. temperatureAfter refluxing for 2 h
  2. additionwas added
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0813353759544a5393bb4e257afb86e3
Source dataset
uspto-grants-2013_04
Patent number
US08431563B2

Reaction notes

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