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Acetone → 2-Methyl-2-piperidin-1-ylpropanenitrile

HRID 20788
Notes
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Reaction equation

HRID 20788 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.CC(C)=O.[C-]#N.[K+].CN(C)[C:17]1([C:22]#[N:23])[CH2:21]CC[CH2:18]1>O>[CH3:18][C:17]([N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1)([CH3:21])[C:22]#[N:23]
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 180AcetoneHCID 9032Potassium CyanideHCID 2723721Piperidine, hydrochloride (1:1)HCID 107730491-(Dimethylamino)cyclopentanecarbonitrile

Product 1

HCID 2888822-Methyl-2-piperidin-1-ylpropanenitrileYield 77%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound (2.33 g, 77%) was prepared from piperidine hydrochloride (2.43 g, 20 mmol), acetone (1.16 g, 20 mmol) and potassium cyanide (1.30 g, 20 mmol) in water (10 ml) in a similar manner to that described in D1. 1H NMR (CDCl3) δ: 1.46 (2H, m), 1.50 (6H, s), 1.63 (4H, m), 2.59 (4H, m).

Sources & evidence

ORD record
ord-512a6c3f8abe44da91d6031f77031de6
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07745642B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes