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

HRID 1743606Notes

Reaction equation

HRID 1743606 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+].I[CH2:20][CH2:21][CH2:22][C:23]([F:26])([F:25])[F:24]>CN(C)C=O>[F:24][C:23]([F:26])([F:25])[CH2:22][CH2:21][CH2:20][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 27751891,1,1-Trifluoro-4-iodobutaneHCID 10656743(4-(Trifluoromethyl)benzyl)malononitrile

Product 1

HCID 222350312-(4,4,4-Trifluorobutyl)-2-(4-(trifluoromethyl)benzyl)malononitrileYield 33.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.50 g of (4-(trifluoromethyl)benzyl)malononitrile, 5 ml of N,N-dimethylformamide, 88 mg of sodium hydride (60% in oil), and 0.53 g of 1-iodo-4,4,4-trifluorobutane, and according to the process described in the Production Example 1, there was obtained 0.25 g of 2-(4,4,4-trifluorobutyl)-2-(4-(trifluoromethyl)benzyl)malononitrile (the present compound (78)).

Sources & evidence

ORD record
ord-04af1eafb9414888b81e08255997fd34
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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