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

HRID 1743566Notes

Reaction equation

HRID 1743566 reaction equation
[CH:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8]Br)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[H-].[Na+].[F:14][C:15]([F:24])([F:23])[CH2:16][CH2:17][CH:18]([C:21]#[N:22])[C:19]#[N:20]>CN(C)C=O>[CH:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][C:18]([CH2:17][CH2:16][C:15]([F:14])([F:23])[F:24])([C:19]#[N:20])[C:21]#[N:22])=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 477191-(Bromomethyl)-4-(propan-2-yl)benzeneHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 222350512-(4-Isopropylbenzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 85%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.21 g of 4-isopropylbenzyl 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 0.24 g of 2-(4-isopropylbenzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (35)).

Sources & evidence

ORD record
ord-fd84a1d785824a239313a5d3fa09fed4
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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