2-Nitropropane → 4-Methyl-4-nitrovaleronitrile

HRID 858951Notes

Reaction equation

HRID 858951 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[N+:5]([CH:8]([CH3:10])[CH3:9])([O-:7])=[O:6].[OH-].[Na+]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCC>[CH3:9][C:8]([N+:5]([O-:7])=[O:6])([CH3:10])[CH2:3][CH2:2][C:1]#[N:4]

Participants

5

Reactant 3

HCID 3982-NitropropaneHCID 7855AcrylonitrileHCID 14798Sodium Hydroxide

Product 1

HCID 38791404-Methyl-4-nitrovaleronitrile

Reagents, catalysts & solvents 1

HCID 8154Hexadecyltrimethylammonium chlorideCatalyst

Procedure

(vii-1) Acrylonitrile and 2-nitropropane are reacted in the presence of hexadecyltrimethyl ammonium chloride in an aqueous alkali solvent such as aqueous sodium hydroxide solution and the like. Then, the reaction mixture is extracted to give 4-methyl-4-nitrovaleronitrile (European Journal of Organic Chemistry (1998), (2), 355–357). The obtained 4-methyl-4-nitrovaleronitrile can be isolated and/or purified by a conventional method, such as crystallization, chromatography and the like, but generally, can be used in the next step without isolation and/or purification.

Workup

  1. extractionThen, the reaction mixture is extracted

Sources & evidence

ORD record
ord-eb7834718396434ba7c780c017e167d6
Source dataset
uspto-grants-2006_12
Patent number
US07148371B2

Reaction notes

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