Sodium hydride → 2-(2,2,3,3,4,4,4-Heptafluorobutyl)-2-(4-(trifluoromethyl)benzyl)malononitrile

HRID 749585Notes

Reaction equation

HRID 749585 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:14]=[CH:13][C:6]([CH2:7][CH:8]([C:11]#[N:12])[C:9]#[N:10])=[CH:5][CH:4]=1.[H-].[Na+].FC(F)(F)S(O[CH2:25][C:26]([F:35])([F:34])[C:27]([F:33])([F:32])[C:28]([F:31])([F:30])[F:29])(=O)=O>CN(C)C=O>[F:34][C:26]([F:35])([C:27]([F:32])([F:33])[C:28]([F:29])([F:31])[F:30])[CH2:25][C:8]([CH2:7][C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:15])([F:16])[F:1])=[CH:14][CH:13]=1)([C:11]#[N:12])[C:9]#[N:10]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27748941H,1H-Heptafluorobutyl trifluoromethanesulphonateHCID 10656743(4-(Trifluoromethyl)benzyl)malononitrile

Product 1

HCID 222350212-(2,2,3,3,4,4,4-Heptafluorobutyl)-2-(4-(trifluoromethyl)benzyl)malononitrileYield 8.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.50 g of (4-(trifluoromethyl)benzyl)malononitrile, 5 ml of N,N-dimethylformamide, 59 mg of sodium hydride (60% in oil), and 0.77 g of 2,2,3,3,4,4,4-heptafluorobutyl trifluoromethanesulfonate, and according to the process described in the Production Example 1, there was obtained 73 mg of 2-(2,2,3,3,4,4,4-heptafluorobutyl)-2-(4-(trifluoromethyl)benzyl)malononitrile (the present compound (77)).

Sources & evidence

ORD record
ord-7d7fdb5c38d145c0962da01aee68cf41
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

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