Ethyl ketone → 2-(Dimethylamino)-2-ethylbutanenitrile

HRID 20800

Reaction equation

HRID 20800 reaction equation
Cl.CNC.CCC(=O)CC.[C-]#N.[K+].[CH3:14][N:15]([CH3:23])[C:16]1([C:21]#[N:22])[CH2:20][CH2:19][CH2:18][CH2:17]1>O>[CH3:14][N:15]([CH3:23])[C:16]([CH2:20][CH3:19])([CH2:17][CH3:18])[C:21]#[N:22]

Participants

6

Reactant 4

HCID 7288Ethyl ketoneHCID 9032Potassium CyanideHCID 10473Dimethylamine, hydrochlorideHCID 107730491-(Dimethylamino)cyclopentanecarbonitrile

Product 1

HCID 438025512-(Dimethylamino)-2-ethylbutanenitrileYield 57.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound (8.05 g, 57.5%) was prepared from dimethylamine hydrochloride (8.154 g, 0.1 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 D1. 1H NMR (CDCl3) δ: 0.96 (6H, t, J=7.6 Hz), 1.67-1.90 (4H, m), 2.33 (6H, s).

Sources & evidence

ORD record
ord-046db7f9d7834ae591be4a5502da87f3
Source dataset
uspto-grants-2010_06
Patent number
US07745642B2

Linked notes

Loading…