Nitromethane → 2-Chloro-1-fluoro-4-(2-nitro-vinyl)-benzene

HRID 1843907Notes

Reaction equation

HRID 1843907 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=O.[N+:11]([CH3:14])([O-:13])=[O:12].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:14][N+:11]([O-:13])=[O:12])[CH:7]=[CH:8][C:9]=1[F:10]

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 14798Sodium HydroxideHCID 5938663-Chloro-4-fluorobenzaldehyde

Product 1

HCID 668018422-Chloro-1-fluoro-4-(2-nitro-vinyl)-benzeneYield 67.05%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using the same reaction procedure and workup as described in Example 1, 3-chloro-4-fluoro-benzaldehyde (2 g, 12.6135 mmol) in ethanol (63 mL) was reacted with nitro methane (0.68 mL, 12.6135 mmol), 10N NaOH solution (529.7 mL, 13.2441 mmol) at 0° C. for 1 hr to afford 1.7 g of the product (67.05% yield).

Workup

  1. customthe same reaction procedure

Sources & evidence

ORD record
ord-ac924eeb3c144cfab1e5d61dd08a283a
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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