Ethyl ketone → 2-Ethyl-2-(1-pyrrolidinyl)butanenitrile

HRID 20798

Reaction equation

HRID 20798 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:6][CH2:7][C:8](=O)[CH2:9][CH3:10].[C-]#N.[K+].CC(N1CCCC1)(C)[C:17]#[N:18]>O>[CH2:7]([C:8]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)([CH2:9][CH3:10])[C:17]#[N:18])[CH3:6]

Participants

6

Reactant 4

HCID 7288Ethyl ketoneHCID 9032Potassium CyanideHCID 31268PyrrolidineHCID 125706472-Methyl-2-(pyrrolidin-1-yl)propanenitrile

Product 1

HCID 438027632-Ethyl-2-(1-pyrrolidinyl)butanenitrileYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound (8.8 g, 100%) was prepared from pyrrolidine (8.96 ml, 0.107 mol), 3-pentanone (8.61 g, 0.1 mol) and potassium cyanide (6.51 g, 0.1 mol) in water (50 ml) in a similar manner to that described in D4. 1H NMR (CDCl3) δ: 0.95 (6H, t, J=7.6 Hz), 1.67-1.90 (8H, m), 2.67-2.72 (4H, m).

Sources & evidence

ORD record
ord-75a495d4416547e6947399e69d4fc15d
Source dataset
uspto-grants-2010_06
Patent number
US07745642B2

Linked notes

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