Ethyl 2-Cyano-2-methylpropionate → 2,2-Dimethyl-3-oxopentanedinitrile

HRID 871454Notes

Reaction equation

HRID 871454 reaction equation
[C:1]([C:3]([CH3:10])([CH3:9])[C:4]([O:6]CC)=O)#[N:2].CC(C)C(=O)[CH2:14][C:15]#[N:16]>>[CH3:10][C:3]([CH3:9])([C:4](=[O:6])[CH2:14][C:15]#[N:16])[C:1]#[N:2]

Participants

3

Reactant 2

HCID 344887Ethyl 2-Cyano-2-methylpropionateHCID 101299214-Methyl-3-oxopentanenitrile

Product 1

HCID 866201652,2-Dimethyl-3-oxopentanedinitrileYield 48%

Procedure

Prepared from ethyl 2-cyano-2-methylpropanoate (3 g, 21.25 mmol) according to the method described for 4-methyl-3-oxopentanenitrile in Example 122A Step 1, to afford 2,2-dimethyl-3-oxopentanedinitrile as a yellow oil (1.40 g, 48%) which was used in the next step without further purification. 1H NMR (300 MHz, CDCl3) δ 3.98 (s, 2H), 1.60 (s, 6H).

Sources & evidence

ORD record
ord-bfe5dc4be1a945d2b727619b214b8e5e
Source dataset
uspto-grants-2015_03
Patent number
US08969587B2

Reaction notes

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