2-((4-Chlorophenyl)methyl)propanedinitrile → 2-(4-Chlorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrile

HRID 1743546Notes

Reaction equation

HRID 1743546 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][CH:7]([C:10]#[N:11])[C:8]#[N:9])=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:17][CH2:18][C:19]([F:22])([F:21])[F:20]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]([CH2:17][CH2:18][C:19]([F:22])([F:21])[F:20])([C:8]#[N:9])[C:10]#[N:11])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 180822-((4-Chlorophenyl)methyl)propanedinitrileHCID 24758Sodium hydrideHCID 27251143-Bromo-1,1,1-trifluoropropane

Product 1

HCID 222349702-(4-Chlorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 22%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 1.00 g of (4-chlorobenzyl)malononitrile, 10 ml of N,N-di-methylformamide, 1.0 g of sodium hydride (60% in oil), and 0.93 g of 1-bromo-3,3,3-trifluoropropane, and according to the process described in the Production Example 1, there was obtained 0.21 g of 2-(4-chlorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (15)).

Sources & evidence

ORD record
ord-791fb53dea274e2298d5a470873cb57e
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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