1,1,3-Trichloropropene → 2-(3,3-Dichloro-2-propenyl)-2-(4-(trifluoromethyl)benzyl)malononitrile

HRID 1743584Notes

Reaction equation

HRID 1743584 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:14]=[CH:13][C:6]([CH2:7][CH:8]([C:11]#[N:12])[C:9]#[N:10])=[CH:5][CH:4]=1.[H-].[Na+].[Cl:19][C:20]([Cl:24])=[CH:21][CH2:22]Cl>CN(C)C=O>[Cl:19][C:20]([Cl:24])=[CH:21][CH2:22][C:8]([CH2:7][C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:15])([F:16])[F:1])=[CH:14][CH:13]=1)([C:11]#[N:12])[C:9]#[N:10]

Participants

5

Reactant 3

HCID 173781,1,3-TrichloropropeneHCID 24758Sodium hydrideHCID 10656743(4-(Trifluoromethyl)benzyl)malononitrile

Product 1

HCID 222350442-(3,3-Dichloro-2-propenyl)-2-(4-(trifluoromethyl)benzyl)malononitrileYield 48.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.45 g of (4-(trifluoromethyl)benzyl)malononitrile, 5 ml of N,N-dimethylformamide, 0.12 g of sodium hydride (60% in oil), and 0.25 g of 1,1,3-trichloropropene, and according to the process described in the Production Example 1, there was obtained 0.28 g of 2-(3,3-dichloro-2-propenyl)-2-(4-(trifluoromethyl)benzyl)malononitrile (the present compound (55)).

Sources & evidence

ORD record
ord-477c9fe444f0409d84c7f86968e07845
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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