2,3-Difluorobenzaldehyde → HCID 59249508, compound

HRID 1806805Notes

Reaction equation

HRID 1806805 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[C:4]([F:11])[CH:3]=1.[F:12][C:13]1[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:14]=1[CH:15]=O.C[O-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[C:8](=[CH:15]/[C:14]2[CH:17]=[CH:18][CH:19]=[C:20]([F:21])[C:13]=2[F:12])/[C:9]#[N:10])=[C:4]([F:11])[CH:3]=1

Participants

5

Reactant 3

HCID 1376642,3-DifluorobenzaldehydeHCID 2736569(4-Chloro-2-fluoro-phenyl)-acetonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 59249508HCID 59249508, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 1b, 4-chloro-2-fluorophenylacetonitrile (4.5 g, 26 mmol) was reacted with 2,3-difluorobenzaldehyde (Aldrich) (4.5 g, 32 mmol), methanolic solution (25 wt %) of sodium methoxide (6.3 g, 29 mmol) in methanol (135 mL) at 50° C. for 3 h to give (Z)-2-(4-chloro-2-fluoro-phenyl)-3-(2,3-difluoro-phenyl)-acrylonitrile as a white powder (6.85 g, 88%).

Sources & evidence

ORD record
ord-7b81e9539f634b458fed1e35daffca2b
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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