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

HRID 749522

Reaction equation

HRID 749522 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][C:22]([F:28])([F:27])[C:23]([F:26])([F:25])[F:24]>CN(C)C=O>[F:27][C:22]([F:28])([C:23]([F:26])([F:25])[F:24])[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 1100921,1,1,2,2-Pentafluoro-4-iodobutaneHCID 10656743(4-(Trifluoromethyl)benzyl)malononitrile

Product 1

HCID 102704762-(3,3,4,4,4-Pentafluorobutyl)-2-(4-(trifluoromethyl)benzyl)malononitrileYield 60.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.30 g of (4-(trifluoromethyl)benzyl)malononitrile, 6 ml of N,N-dimethylformamide, 0.60 g of sodium hydride (60% in oil), and 0.38 g of 4-iodo-1,1,1,2,2-pentafluorobutane, and according to the process described in the Production Example 1, there was obtained 0.30 g of 2-(3,3,4,4,4-pentafluorobutyl)-2-(4-(trifluoromethyl)benzyl)malononitrile (the present compound (8)).

Sources & evidence

ORD record
ord-7f07d8e9c07444e2bbc237030c67c43a
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Linked notes

Loading…