Hydrochloric Acid → Hydrochloric Acid

HRID 551149Notes

Reaction equation

HRID 551149 reaction equation
[C:1]([C:3]1([CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][CH2:4]1)#[N:2].[ClH:20].O1CCOCC1>C(OCC)C>[Cl-:20].[C:1]([C:3]1([CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:8][CH2:7][NH2+:6][CH2:5][CH2:4]1)#[N:2].[ClH:20]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 57931189HCID 57931189, compound

Product 2

HCID 313Hydrochloric AcidHCID 67173209HCID 67173209, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a round bottom flask was placed tert-butyl 4-cyano-4-isobutylpiperidine-1-carboxylate (2, 17 g, 63.8 mmol) and diethyl ether (200 mL). To the flask was added HCl in dioxane (4M, 2.327 g, 63.8 mmol) and the solution stirred overnight. A fine white solid formed in suspension and was filtered with a medium frit to give 4-cyano-4-isobutylpiperidinium chloride (3) as an HCl salt in quantitative yield after washing with diethyl ether (3×50 ml). MS 167 (M+1)

Workup

  1. customIn a round bottom flask was placed
  2. customA fine white solid formed in suspension
  3. filtrationwas filtered with a medium frit

Sources & evidence

ORD record
ord-4700bc25d3d94d05a9bdff4caef68c2d
Source dataset
uspto-grants-2011_05
Patent number
US07947714B2

Reaction notes

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