Hydrochloric Acid → Piperidine-3-carbonitrile hydrochloride

HRID 659611Notes

Reaction equation

HRID 659611 reaction equation
[C:1]([CH:3]1[CH2:8][CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4]1)#[N:2].[ClH:16]>O1CCOCC1>[ClH:16].[NH:5]1[CH2:6][CH2:7][CH2:8][CH:3]([C:1]#[N:2])[CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 2756785Tert-butyl 3-cyanopiperidine-1-carboxylate

Product 1

HCID 53400639Piperidine-3-carbonitrile hydrochlorideYield 48%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

A 250-mL 3-necked round-bottomed flask was charged with tert-butyl 3-cyanopiperidine-1-carboxylate (5.8 g, 27.07 mmol, 1.00 equiv, 98%) in 1,4-dioxane (60 mL). The mixture was cooled down to at 0° C. and treated with HCl (g). The mixture was stirred for 2 hours at 0° C. resulting in a precipitate that was collected by filtration to afford piperidine-3-carbonitrile hydrochloride as white solid (1.9 g, 48%).

Workup

  1. customresulting in a precipitate that
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-99ef30f33bbb40a9986f276153db4cbc
Source dataset
uspto-grants-2011_12
Patent number
US08080566B1

Reaction notes

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