Hydrochloric Acid → N,N-diethylpiperidin-4-amine dihydrochloride

HRID 402708Notes

Reaction equation

HRID 402708 reaction equation
[ClH:1].[CH2:2]([N:4]([CH:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)[CH2:5][CH3:6])[CH3:3]>O1CCOCC1>[ClH:1].[ClH:1].[CH2:5]([N:4]([CH2:2][CH3:3])[CH:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)[CH3:6]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 63788695Tert-butyl 4-(diethylamino)piperidine-1-carboxylate

Product 1

HCID 53410672N,N-diethylpiperidin-4-amine dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Cooled with ice bath, 4M hydrochloric acid in dioxane (25 mL) was added to tert-butyl 4-(N,N-diethylamino)piperidine-1-carboxylate (6.1 g, 0.024 mol) and the mixture was stirred at ambient temperature for 2 h. The solvent was removed under reduced pressure, and the residue was suspended in diethyl ether, then the precipitate was collected by filtration, washed with diethyl ether and then dried to afford 4-(diethylamino)piperidine dihydrochloride as solid (3.9 g, y. 99%).

Workup

  1. temperatureCooled with ice bath
  2. customThe solvent was removed under reduced pressure
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-76f2511540674c5588ae910c92dbea84
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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