Hydrochloric Acid → 1-Acetyl-4-hydrazinopiperidine hydrochloride

HRID 44649Notes

Reaction equation

HRID 44649 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([N:10](C(OC(C)(C)C)=O)[NH:11]C(OC(C)(C)C)=O)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[ClH:26]>CO.O1CCOCC1>[ClH:26].[C:1]([N:4]1[CH2:5][CH2:6][CH:7]([NH:10][NH2:11])[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57444162Di-tert-butyl 1-(1-acetylpiperidin-4-yl)hydrazine-1,2-dicarboxylate

Product 1

HCID 574441611-Acetyl-4-hydrazinopiperidine hydrochlorideYield 77%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

32 g (0.09 mol) of di-tert-butyl 1-(1-acetylpiperidin-4-yl)hydrazine-1,2-dicarboxylate were dissolved in 300 mL of methanol and 30 mL of HCl 4 M in dioxane were added. The mixture was stirred at room temperature overnight. The solvent was then evaporated and the residue crystallized from ethanol, giving 14 g (77% yield) of the title compound.

Workup

  1. customThe solvent was then evaporated
  2. customthe residue crystallized from ethanol

Sources & evidence

ORD record
ord-4c19543251a94dd78179e188c0c71ec5
Source dataset
uspto-grants-2013_09
Patent number
US08541429B2

Reaction notes

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