Nitric Acid → 3-nitro-9-isopropyl-9H-carbazole

HRID 2184930Notes

Reaction equation

HRID 2184930 reaction equation
[CH:1]([N:4]1[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)([CH3:3])[CH3:2].[N+:17]([O-])([OH:19])=[O:18].O>CC(O)=O>[CH:1]([N:4]1[C:16]2[CH:15]=[CH:14][C:13]([N+:17]([O-:19])=[O:18])=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 738739H-Carbazole, 9-(1-methylethyl)-

Product 1

HCID 6174713-nitro-9-isopropyl-9H-carbazoleYield 87%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 9-Isopropyl-9H-carbazole (Acros, 1.5 9, 7.2 mmol) in AcOH (50 ml) was treated dropwise with a solution of nitric acid (3.35 ml) in AcOH (10 mL) over 30 minutes. When the reaction was complete the mixture was poured into water and stirred for 15 minutes, then the solid filtered and washed with Et2O to afford the desired product as a solid (1.6 g, 87%).

Workup

  1. filtrationthe solid filtered
  2. washwashed with Et2O

Sources & evidence

ORD record
ord-fc95bb89ea3c446d8d28849dd4eddc91
Source dataset
uspto-grants-2002_06
Patent number
US06399631B1

Reaction notes

Loading…