3-Fluorobenzaldehyde → HCID 59249576, compound

HRID 1806817Notes

Reaction equation

HRID 1806817 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[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=O.C[O-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[C:8](=[CH:16]/[C:15]2[CH:18]=[CH:19][CH:20]=[C:13]([F:12])[CH:14]=2)/[C:9]#[N:10])=[C:4]([F:11])[CH:3]=1

Participants

5

Reactant 3

HCID 680093-FluorobenzaldehydeHCID 2736569(4-Chloro-2-fluoro-phenyl)-acetonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 59249576HCID 59249576, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 1b, 4-chloro-2-fluorophenylacetonitrile (3.27 g, 19 mmol) was reacted with 3-fluorobenzaldehyde (Aldrich) (2.87 g, 23 mmol), methanolic solution (25 wt %) of sodium methoxide (4.83 mL, 21 mmol) in methanol (90 mL) at 50° C. for 3 h to give (Z)-2-(4-chloro-2-fluoro-phenyl)-3-(3-fluoro-phenyl)-acrylonitrile as a white powder (5.2 g, 98%).

Sources & evidence

ORD record
ord-a5e99e12366c4c44831262c22db63de4
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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