Benzeneacetonitrile, 4-fluoro- → HCID 59249604, compound

HRID 1806776Notes

Reaction equation

HRID 1806776 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.[Cl:11][C:12]1[C:13]([F:20])=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH:15]=O.C[O-].[Na+]>CO>[Cl:11][C:12]1[C:13]([F:20])=[C:14](/[CH:15]=[C:8](/[C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)\[C:9]#[N:10])[CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 68016Benzeneacetonitrile, 4-fluoro-HCID 7363353-Chloro-2-fluorobenzaldehydeHCID 10942334Sodium Methoxide

Product 1

HCID 59249604HCID 59249604, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 1b, 4-fluorophenylacetonitrile (Aldrich) (3.5 g, 26 mmol) was reacted with 3-chloro-2-fluorobenzaldehyde (5.3 g, 34 mmol), methanolic solution (25 wt %) of sodium methoxide (15 mL, 66 mmol) in methanol (200 mL) at 50° C. for 3 h to give (Z)-3-(3-chloro-2-fluoro-phenyl)-2-(4-fluoro-phenyl)-acrylonitrile as a white powder (5.7 g, 80%).

Sources & evidence

ORD record
ord-d6968121539544f49d52d38e397dec5f
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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