Sodium Acetate → 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrile

HRID 2057514Notes

Reaction equation

HRID 2057514 reaction equation
Cl[CH:2]([CH2:12][C:13]([Cl:16])([Cl:15])Cl)[C:3]([CH3:11])([CH3:10])[CH:4]([C:8]#[N:9])C(O)=O.C([O-])(=O)C.[Na+]>CN(C)C=O>[Cl:16][C:13]([Cl:15])=[CH:12][CH:2]1[C:3]([CH3:10])([CH3:11])[CH:4]1[C:8]#[N:9]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 204348434,6,6,6-Tetrachloro-2-cyano-3,3-dimethylhexanoic acid

Product 1

HCID 128981733-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrileYield 97.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
145 °C

Procedure

4-Chloro-2-cyano-3,3-dimethyl-6,6,6-trichlorohexanoic acid (3.07 g) and sodium acetate (2.05 g; water-free) were dissolved in dimethyl formamide (8.0 ml). The solution was then stirred at 145° C. for 12 hours. The working-up procedure was the same as indicated in Example III and yielded 1.85 g of Compound A with purity 90%. Yield 86%.

Sources & evidence

ORD record
ord-c3b5d3798f6a4b1d8a088b947a91d36d
Source dataset
uspto-grants-1980_07
Patent number
US04211720

Reaction notes

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