1-Chloro-2-nitrobenzene → 1-Fluoro-2-nitrobenzene
Reaction equation
[F-:1].[K+].Cl[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11]>[Br-].C([N+](C)(C)C)CCCCCCCCCCCCC>[F:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 145 °C
Procedure
Potassium fluoride (244 g; 4.2 moles) and tetradecyltrimethylammonium bromide (67.2 g; 0.2 moles) were added to molten 2-chloronitrobenzene (630 g; 4.0 moles). After stirring at 145° C. for 28 hours and a similar work-up to Example 1, 2-fluoronitrobenzene was obtained in 89.2% yield, together with 4.1% recovered 2-chloronitrobenzene. Corrosion tests carried out during this reaction indicated negligible attack on stainless steel or glass enamel test pieces and very low corrosion rate on mild steel test pieces. In comparison when this reaction was carried out at 240° C. severe corrosion of the test pieces occurred.
Sources & evidence
- ORD record
- ord-c6f5f46226fb4183a2573616a91c5a05
- Source dataset
- uspto-grants-1981_09
- Patent number
- US04287374
Reaction notes
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