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

HRID 749534

Reaction equation

HRID 749534 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[Cl:14])[CH2:5][CH:6]([C:9]#[N:10])[C:7]#[N:8].[H-].[Na+].Br[CH2:18][CH2:19][C:20]([F:23])([F:22])[F:21]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[Cl:14])[CH2:5][C:6]([CH2:18][CH2:19][C:20]([F:23])([F:22])[F:21])([C:7]#[N:8])[C:9]#[N:10]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27251143-Bromo-1,1,1-trifluoropropaneHCID 12194483HCID 12194483, compound

Product 1

HCID 222350322-(3,4-Dichlorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 45%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 2.00 g of (3,4-dichlorobenzyl)malononitrile, 20 ml of N,N-dimethylformamide, 0.36 g of sodium hydride (60% in oil), and 2.37 g of 1-bromo-3,3,3-trifluoropropane, and according to the process described in the Production Example 1, there was obtained 0.42 g of 2-(3,4-dichlorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (21)).

Sources & evidence

ORD record
ord-844f921be8644fd7a7663208271906d9
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Linked notes

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