1,4-Dioxane hydrochloride → 4-(Hydroxymethyl)piperidine-4-carbonitrile hydrochloride

HRID 70782Notes

Reaction equation

HRID 70782 reaction equation
[ClH:1].O1CCOCC1.[C:8]([C:10]1([CH2:23][OH:24])[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]1)#[N:9]>O1CCOCC1>[ClH:1].[OH:24][CH2:23][C:10]1([C:8]#[N:9])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 222486071-Boc-4-cyano-4-(hydroxymethyl)piperidine

Product 1

HCID 866770544-(Hydroxymethyl)piperidine-4-carbonitrile hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4 M hydrochloric acid/dioxane solution (15 ml) was added to a solution of tert-butyl 4-cyano-4-(hydroxymethyl)piperidine-1-carboxylate (886 mg) in dioxane (5 ml), and stirring was performed for one hour at room temperature. The reaction mixture was concentrated under reduced pressure, and 4-(hydroxymethyl)piperidine-4-carbonitrile hydrochloride (663 mg) was obtained.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-af9ebdb15f504c56a5e945f04901d62c
Source dataset
uspto-grants-2014_09
Patent number
US08822688B2

Reaction notes

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