Nitromethane → 2-Fluoro-4-(2-nitro-vinyl)-1-trifluoromethyl-benzene

HRID 1843947Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[CH:5]=O.[N+:14]([CH3:17])([O-:16])=[O:15].[OH-].[Na+]>>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:17][N+:14]([O-:16])=[O:15])[CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11]

Participants

Reactant 3

HCID 6375Nitromethane

HCID 14798Sodium Hydroxide

HCID 27375373-Fluoro-4-(trifluoromethyl)benzaldehyde

Product 1

HCID 1239141472-Fluoro-4-(2-nitro-vinyl)-1-trifluoromethyl-benzeneYield 46.6%

Procedure

3-Fluoro-4-trifluoromethyl-benzaldehyde (5 g, 25.9 mmol) was reacted with nitro methane (1.58 g, 25.9 mmol), 10N NaOH (1.08 g, 27.20 mmol) to afford 2.8 g of the product (46.6% yield).

Sources & evidence

ORD record: ord-f53a088457954a72bc17894eea196c25
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08946260B2

Reaction notes

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