Sodium hydride → 2-(3-Nitro-4-methylbenzyl)-2-(3,3,3-trifluoropropyl)malononitrile

HRID 749543Notes

Reaction equation

HRID 749543 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[CH3:12])[CH2:7]Br)([O-:3])=[O:2].[H-].[Na+].[F:15][C:16]([F:25])([F:24])[CH2:17][CH2:18][CH:19]([C:22]#[N:23])[C:20]#[N:21]>CN(C)C=O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[CH3:12])[CH2:7][C:19]([CH2:18][CH2:17][C:16]([F:15])([F:24])[F:25])([C:20]#[N:21])[C:22]#[N:23])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 126236744-(Bromomethyl)-1-methyl-2-nitrobenzeneHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 222349782-(3-Nitro-4-methylbenzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 32.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.23 g of 3-nitro-4-methylbenzyl bromide, 3 ml of N,N-dimethylformamide, 0.05 g of sodium hydride (60% in oil), and 0.17 g of (3,3,3-trifluoropropyl)malononitrile, and according to the process described in the Production Example 26, there was obtained 0.10 g of 2-(3-nitro-4-methylbenzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (30)).

Sources & evidence

ORD record
ord-c0a75a0aa80944d68cc39139b87dd513
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

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