3-Chloro-2-fluorobenzaldehyde → HCID 59249373, compound

HRID 1806954Notes

Reaction equation

HRID 1806954 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH2:9][C:10]#[N:11])=[C:4]([F:12])[CH:3]=1.[F:13][C:14]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:15]=1[CH:16]=O.C[O-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([F:12])[C:5](/[C:9](=[CH:16]/[C:15]2[CH:18]=[CH:19][CH:20]=[C:21]([Cl:22])[C:14]=2[F:13])/[C:10]#[N:11])=[C:6]([F:8])[CH:7]=1

Participants

5

Reactant 3

HCID 7363353-Chloro-2-fluorobenzaldehydeHCID 27735722-(4-Chloro-2,6-difluorophenyl)acetonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 59249373HCID 59249373, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Step B In a manner similar to the method described in Example 1b, (4-chloro-2,6-difluoro-phenyl)-acetonitrile (1.1 g, 6 mmol) was reacted with 2-fluoro-3-chlorobenzaldehyde (1.2 g, 7 mmol), methanolic solution (25 wt %) of sodium methoxide (1.5 mL, 7 mmol) in methanol (40 mL) at 50° C. for 3 h to give (Z)-2-(4-chloro-2,6-difluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-acrylonitrile as a white solid (1.5 g, 75%).

Sources & evidence

ORD record
ord-9eda628079b240528337dbf29377fae0
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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