4-(Trifluoromethoxy)benzalmalononitrile → HCID 22235019, compound

HRID 1743623Notes

Reaction equation

HRID 1743623 reaction equation
[F:1][C:2]([F:17])([F:16])[O:3][C:4]1[CH:15]=[CH:14][C:7]([CH:8]=[C:9]([C:12]#[N:13])[C:10]#[N:11])=[CH:6][CH:5]=1.[CH:18]([Mg]Br)([CH3:20])[CH3:19]>O1CCCC1.[Cu]I>[F:1][C:2]([F:16])([F:17])[O:3][C:4]1[CH:5]=[CH:6][C:7]([CH:8]([CH:9]([C:12]#[N:13])[C:10]#[N:11])[CH:18]([CH3:20])[CH3:19])=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 8456624-(Trifluoromethoxy)benzalmalononitrileHCID 178418365HCID 178418365, compound

Product 1

HCID 22235019HCID 22235019, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

Using 1.19 g of (4-(trifluoromethoxy)benzylidene)malononitrile, 20 ml of tetrahydrofuran, a catalytic amount of copper (I) iodide, and a solution of isopropyl magnesium bromide in tetrahydrofuran (prepared from 0.39 g of magnesium, 10 ml of tetrahydrofuran, and 2.36 g of isopropyl bromide), and according to the process described in REFERENCE PRODUCTION EXAMPLE 2, there was obtained 0.77 g of (1-(4-(trifluoromethoxy)phenyl)-2-methylpropyl)malononitrile (the intermediate (8)).

Sources & evidence

ORD record
ord-9d1e7b0a34544b3590ba42fb2195e222
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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