Nitric Acid → 2-Methyl-3-nitro-5-(trifluoromethyl)benzoic acid
Reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].OS(O)(=O)=O.[N+:20]([O-])([OH:22])=[O:21]>>[CH3:1][C:2]1[C:10]([N+:20]([O-:22])=[O:21])=[CH:9][C:8]([C:11]([F:12])([F:13])[F:14])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]Participants
4
Conditions
- Temperature
- -10 °C
Procedure
2-methyl-5-(trifluoromethyl)benzoic acid (4 g, 19.6 mmol) was added to cooled conc. H2SO4 (27 mL) at −10° C. in small portions. After 10 minutes nitrating mixture {prepared by mixing conc. HNO3 (2.77 g, 44.44 mmol) with conc.H2SO4 (3.6 mL)} was added drop wise at −10° C. The resulting solution was stirred at −10° C. for 30 minutes. On completion, the reaction mixture was poured into ice cold water. The solid was filtered, washed with water and dried under vacuum to give 2-methyl-3-nitro-5-(trifluoromethyl)benzoic acid (4.95 g, 99%).
Workup
- custommixture {prepared
- additionOn completion, the reaction mixture was poured into ice cold water
- filtrationThe solid was filtered
- washwashed with water
- customdried under vacuum
Sources & evidence
- ORD record
- ord-6633f0491f664a02a019c071894a75d2
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09376422B2
Reaction notes
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