Sodium hydride → 2-(2-Chloro-4-(trifluoromethyl)benzyl)-2-(3,4,4-trifluoro-3-butenyl)malononitrile

HRID 1743590Notes

Reaction equation

HRID 1743590 reaction equation
[F:1][C:2](=[C:10]([F:12])[F:11])[CH2:3][CH2:4][CH:5]([C:8]#[N:9])[C:6]#[N:7].[H-].[Na+].[Cl:15][C:16]1[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][C:17]=1[CH2:18]Br>CN(C)C=O>[Cl:15][C:16]1[CH:23]=[C:22]([C:24]([F:25])([F:26])[F:27])[CH:21]=[CH:20][C:17]=1[CH2:18][C:5]([CH2:4][CH2:3][C:2]([F:1])=[C:10]([F:11])[F:12])([C:6]#[N:7])[C:8]#[N:9]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 220585591-(Bromomethyl)-2-chloro-4-(trifluoromethyl)benzeneHCID 22185753(3,4,4-Trifluoro-3-butenyl)malononitrile

Product 1

HCID 222350772-(2-Chloro-4-(trifluoromethyl)benzyl)-2-(3,4,4-trifluoro-3-butenyl)malononitrileYield 45%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.30 g of (3,4,4-trifluoro-3-butenyl)malononitrile, 5 ml of N,N-dimethylformamide, 75 mg of sodium hydride (60% in oil), and 0.52 g of 2-chloro-4-(trifluoromethyl)benzylbromide, and according to the process described in the Production Example 1, there was obtained 0.28 g of 2-(2-chloro-4-(trifluoromethyl)benzyl)-2-(3,4,4-trifluoro-3-butenyl)malononitrile (the present compound (62)).

Sources & evidence

ORD record
ord-16a6650fc2774a35b38377754004f805
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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