Sodium hydride → 2-(3,3-Dibromo-2-propenyl)-2-(4-(trifluoromethoxy)benzyl)malononitrile

HRID 749542Notes

Reaction equation

HRID 749542 reaction equation
[F:1][C:2]([F:17])([F:16])[O:3][C:4]1[CH:15]=[CH:14][C:7]([CH2:8][CH:9]([C:12]#[N:13])[C:10]#[N:11])=[CH:6][CH:5]=1.[H-].[Na+].[Br:20][C:21]([Br:25])=[CH:22][CH2:23]Br>CN(C)C=O>[Br:20][C:21]([Br:25])=[CH:22][CH2:23][C:9]([CH2:8][C:7]1[CH:6]=[CH:5][C:4]([O:3][C:2]([F:16])([F:17])[F:1])=[CH:15][CH:14]=1)([C:12]#[N:13])[C:10]#[N:11]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 130414871,1,3-Tribromoprop-1-eneHCID 22235052(4-(Trifluoromethoxy)benzyl)malononitrile

Product 1

HCID 222350012-(3,3-Dibromo-2-propenyl)-2-(4-(trifluoromethoxy)benzyl)malononitrileYield 44%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.20 g of (4-(trifluoromethoxy)benzyl)malononitrile, 5 ml of N,N-dimethylformamide, 50 mg of sodium hydride (60% in oil), and 0.46 g of 1,1,3-tribromopropene, and according to the process described in the Production Example 1, there was obtained 0.16 g of 2-(3,3-dibromo-2-propenyl)-2-(4-(trifluoromethoxy)benzyl)malononitrile (the present compound (29)).

Sources & evidence

ORD record
ord-cd914d92f65b42319810ebdb722c6147
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

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