p-Fluoronitrobenzene → HCID 67312049, compound

HRID 2190428Notes

Reaction equation

HRID 2190428 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1)=[O:6].F[C:22]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+]>>[N+:28]([C:25]1[CH:26]=[CH:27][C:22]([O:1][C:2]2[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=2)[C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:9]=2)=[O:6])=[CH:23][CH:24]=1)([O-:30])=[O:29]

Participants

4

Reactant 3

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 28391877HCID 28391877, compound

Product 1

HCID 67312049HCID 67312049, compoundYield 96%

Procedure

Using 3-hydroxy-N-[3-(trifluoromethyl)phenyl]benzamide (2.81 g, 10.0 mmol), 1-fluoro-4-nitrobenzene (1.55 g, 11.0 mmol) and potassium carbonate (1.38 g, 10.0 mmol), and in the same manner as in Example A25(iii), the title compound (3.85 g, 96%) was obtained as a pale-yellow oil.

Sources & evidence

ORD record
ord-b69960cde70b429d8beb37ec88374a6e
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

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