Naphthalene → 1-Nitronaphthalene

HRID 843387Notes

Reaction equation

HRID 843387 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C(Cl)(Cl)(Cl)Cl.[N+:16]([O-])([OH:18])=[O:17]>O>[N+:16]([C:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1)([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 931NaphthaleneHCID 944Nitric AcidHCID 5943Carbon Tetrachloride

Product 1

HCID 68491-NitronaphthaleneYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Naphthalene (13.62 g), Zn2+ montmorillonite (0.25 g) and CCl4 were stirred in 50 ml two-necked round-bottomed flask equipped with Dean-Stark apparatus. Fuming nitric acid (5 ml) was added dropwise into the reaction mixture. The reaction mixture was heated to reflux where upon the required amount of liberated water is collected in the Dean-Stark apparatus which usually takes 1 hr. Later on, the catalyst was filtered and the organic layer is concentrated to obtain 1-nitronaphthalene.

Workup

  1. customequipped with Dean-Stark apparatus
  2. temperatureThe reaction mixture was heated
  3. customis collected in the Dean-Stark apparatus which usually takes 1 hr
  4. filtrationLater on, the catalyst was filtered
  5. concentrationthe organic layer is concentrated

Sources & evidence

ORD record
ord-2396bcf9dde348fa96c062663665b5a2
Source dataset
uspto-grants-2002_04
Patent number
US06376726B1

Reaction notes

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