Sodium Hydroxide → 2-Nitro-3-(trifluoromethyl)aniline

HRID 1470628Notes

Reaction equation

HRID 1470628 reaction equation
[N+:1]([C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][CH:7]=[CH:6][C:5]=1[NH:14]C(=O)C)([O-:3])=[O:2].[OH-].[Na+]>C(O)C>[N+:1]([C:4]1[C:9]([C:10]([F:11])([F:12])[F:13])=[CH:8][CH:7]=[CH:6][C:5]=1[NH2:14])([O-:3])=[O:2]

Participants

4

Procedure

To a solution of N-(2-nitro-3-trifluoromethyl-phenyl)-acetamide (0.9 g, 3.6 mmol) in ethanol (23 mL) was added an aq. solution of 20% aq. sodium hydroxide (4.5 mL) and the mixture was heated to reflux for one hour. After completion of the reaction, the reaction mixture was cooled to room temperature and the solvents were evaporated. The reaction mixture was then diluted with water (50 mL), extracted with ethyl acetate (2×25 mL). The combined organic layers were dried over sodium sulphate and concentrated to dryness to get the title compound as yellow solid (0.67 g, 95.54%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for one hour
  3. customAfter completion of the reaction
  4. customthe solvents were evaporated
  5. additionThe reaction mixture was then diluted with water (50 mL)
  6. extractionextracted with ethyl acetate (2×25 mL)
  7. dry with materialThe combined organic layers were dried over sodium sulphate
  8. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-15e96ceeef8446f9b5569afaccd6e9e6
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

Loading…