2-Fluoroethyl bromide → 2-(2-Fluoroethyl)-2-(4-(trifluoromethyl)benzyl)malononitrile

HRID 1743592Notes

Reaction equation

HRID 1743592 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+].Br[CH2:20][CH2:21][F:22]>CN(C)C=O>[F:22][CH2:21][CH2:20][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 129822-Fluoroethyl bromideHCID 24758Sodium hydrideHCID 10656743(4-(Trifluoromethyl)benzyl)malononitrile

Product 1

HCID 222350342-(2-Fluoroethyl)-2-(4-(trifluoromethyl)benzyl)malononitrileYield 48%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.23 g of (4-(trifluoromethyl)benzyl)malononitrile, 3 ml of N,N-dimethylformamide, 0.05 g of sodium hydride (60% in oil), and 0.13 g of 1-bromo-2-fluoroethane, and according to the process described in the Production Example 1, there was obtained 0.12 g of 2-(2-fluoroethyl)-2-(4-(trifluoromethyl)benzyl)malononitrile (the present compound (64)).

Sources & evidence

ORD record
ord-4d38b3d6c1f3481bbe153089e28d13b5
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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