3-Fluorobenzyl chloride → 2-(3-Fluorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrile

HRID 749587Notes

Reaction equation

HRID 749587 reaction equation
[F: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>[F: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 99743-Fluorobenzyl chlorideHCID 24758Sodium hydrideHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 222350182-(3-Fluorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrileYield 41%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 0.15 g of 3-fluorobenzyl 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 0.11 g of 2-(3-fluorobenzyl)-2-(3,3,3-trifluoropropyl)malononitrile (the present compound (79)).

Sources & evidence

ORD record
ord-5db2f12d994a45418db584054a01d1f9
Source dataset
uspto-grants-2008_07
Patent number
US07402691B2

Reaction notes

Loading…