4-Nitrophenol → HCID 57743313, compound

HRID 1095135Notes

Reaction equation

HRID 1095135 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH:9]=1)[CH:7]=[O:8].[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)([O-:13])=[O:12].C([O-])([O-])=O.[K+].[K+]>CN(C)C(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][C:17]2[CH:18]=[CH:19][C:14]([N+:11]([O-:13])=[O:12])=[CH:15][CH:16]=2)=[C:6]([CH:9]=1)[CH:7]=[O:8]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 11430Potassium CarbonateHCID 27735865-Chloro-2-fluorobenzaldehyde

Product 1

HCID 57743313HCID 57743313, compoundYield 73.7%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

In a manner similar to the method described in Example 50a, 5-chloro-2-fluoro-benzaldehyde (1.71 g, 10.9 mmol) (Beta Pharma) was reacted with 4-nitrophenol (1.67 g, 12 mmol) (Aldrich) and K2CO3 in N,N-dimethylacetamide to give 5-chloro-2-(4-nitro-phenoxy)-benzaldehyde as a brown oil (Yield 2.23 g, 73%).

Sources & evidence

ORD record
ord-78c75751cb4f4917bf61dbdd918a9029
Source dataset
uspto-grants-2012_03
Patent number
US08134001B2

Reaction notes

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