Nitric Acid → 2-Nitro-5-(trifluoromethyl)phenol

HRID 910848Notes

Reaction equation

HRID 910848 reaction equation
[F:1][C:2]([C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)([F:4])[F:3].[N+:12]([O-])([OH:14])=[O:13]>C([O-])(=O)C.[Na+]>[N+:12]([C:8]1[CH:9]=[CH:10][C:5]([C:2]([F:3])([F:4])[F:1])=[CH:6][C:7]=1[OH:11])([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 73763-(Trifluoromethyl)phenol

Product 1

HCID 140916902-Nitro-5-(trifluoromethyl)phenol

Reagents, catalysts & solvents 1

HCID 517045Sodium AcetateSolvent

Procedure

The subtitle compound was prepared by using 3-(1,1,1-trifluoromethyl)phenol (5.0 g) which was cooled to 0 C and 65% nitric acid (6 ml) was added dropwise. After the addition, the mixture was kept at 0 C for 1 hour. This was diluted with saturated sodium acetate solution, extracted with ethyl acetate, dried and concentrated under reduced pressure to give an oil. Yield 3.67 g

Workup

  1. additionwas added dropwise
  2. additionAfter the addition
  3. extractionextracted with ethyl acetate
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customto give an oil

Sources & evidence

ORD record
ord-87227539259b49bf8bafe91b64fec0ac
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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