Nitric Acid → 2-(3-Methyl-4-nitrophenyl)benzonitrile

HRID 866264

Reaction equation

HRID 866264 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[CH:5]=[CH:6][CH:7]=1.[N+:16]([O-])([OH:18])=[O:17].S(=O)(=O)(O)O>O>[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[CH:5]=[CH:6][C:7]=1[N+:16]([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 13942432-(3-Methylphenyl)benzonitrile

Product 1

HCID 214689052-(3-Methyl-4-nitrophenyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(3-Methylphenyl)benzonitrile (18.1 mmoles, 3.5 g) was added slowly at -5° C. to a mixture of 10 ml nitric acid and 10 ml sulfuric acid. After 5 minutes, the reaction was diluted with cold water. The solid was collected, dissolved in THF. The solution was dried and concentrated. The solid was recrystallized from ether and hexane to yield 2.45 g of 2-(3-methyl-4-nitrophenyl)benzonitrile. (MS)

Workup

  1. customThe solid was collected
  2. dissolutiondissolved in THF
  3. customThe solution was dried
  4. concentrationconcentrated
  5. customThe solid was recrystallized from ether and hexane

Sources & evidence

ORD record
ord-3c1b5786e2664901890ebc993329f284
Source dataset
uspto-grants-1996_10
Patent number
US05569768

Linked notes

Loading…