m,alpha-Dichlorotoluene → 2-(3-Chlorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrile

HRID 749589Notes

Reaction equation

HRID 749589 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5]Cl.[H-].[Na+].[F:12][C:13]([F:22])([F:21])[CH2:14][CH2:15][CH:16]([C:19]#[N:20])[C:17]#[N:18]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][C:16]([CH2:15][CH2:14][C:13]([F:12])([F:21])[F:22])([C:17]#[N:18])[C:19]#[N:20]

Participants

5

Reactant 3

HCID 12103m,alpha-DichlorotolueneHCID 24758Sodium hydrideHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 222350682-(3-Chlorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 42.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.16 g of 3-chlorobenzyl chloride, 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 0.12 g of 2-(3-chlorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (82)).

Sources & evidence

ORD record
ord-0ce4828994784070a097f3469edac7d5
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

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