Hydrochloric Acid → Hydrochloric Acid

HRID 551157Notes

Reaction equation

HRID 551157 reaction equation
C(S([N:7]1[CH2:12][CH2:11][C:10]([C:19]#[N:20])(N2CCCCC2)[CH2:9][CH2:8]1)(=O)=O)CC.[ClH:21].O1CCOCC1>C(OCC)C>[Cl-:21].[C:19]([CH:10]1[CH2:11][CH2:12][NH2+:7][CH2:8][CH2:9]1)#[N:20].[ClH:21]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 57931197HCID 57931197, compound

Product 2

HCID 313Hydrochloric AcidHCID 178510228HCID 178510228, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a round bottom flask was placed tert-butyl 4-cyanopiperidine-1-carboxylate (1) (15 g, 71.3 mmol) and diethyl ether (500 ml). To this was added HCl in dioxane (4M, 35.7 ml, 143 mmol) and the solution stirred overnight. A fine white solid was formed in suspension and filtered with a medium frit to give 4-cyanopiperidinium chloride (13) as an HCl salt in quantitative yield after washing with diethyl ether (3×50 ml). MS 111 (M+1)

Workup

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

Sources & evidence

ORD record
ord-6d789345f1bd472ea7627228f3bf1c19
Source dataset
uspto-grants-2011_05
Patent number
US07947714B2

Reaction notes

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