3-Chloro-2-fluorobenzaldehyde → HCID 59249521, compound

HRID 1806786Notes

Reaction equation

HRID 1806786 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#[N:8])=[C:4]([CH3:11])[CH:3]=1.[Cl:12][C:13]1[C:14]([F:21])=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=O.C[O-].[Na+]>CO>[Cl:12][C:13]1[C:14]([F:21])=[C:15](/[CH:16]=[C:6](/[C:5]2[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][C:4]=2[CH3:11])\[C:7]#[N:8])[CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 7363353-Chloro-2-fluorobenzaldehydeHCID 10942334Sodium MethoxideHCID 184099344-Chloro-2-methylbenzeneacetonitrile

Product 1

HCID 59249521HCID 59249521, compoundYield 62.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Step C In a manner similar to the method described in Example 1b, 4-chloro-2-methylbenzyl cyanide (3.5 g, 21 mmol) was reacted with 3-chloro-2-fluorobenzaldehyde (5 g, 32 mmol), methanolic solution (25 wt %) of sodium methoxide (15 mL, 66 mmol) in methanol (100 mL) at 50° C. for 5 h to give (Z)-3-(3-chloro-2-fluoro-phenyl)-2-(4-chloro-2-methyl-phenyl)-acrylonitrile as a white powder (4 g, 62%).

Sources & evidence

ORD record
ord-eeb4ae70d8e3461891420978c1dd500c
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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