Potassium Hydroxide → HCID 59438447, compound

HRID 2177519Notes

Reaction equation

HRID 2177519 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([N+]([O-])=O)[C:4]=1[C:5]#[N:6].[OH-:18].[K+]>FC(F)(F)CO.O>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([O:18][CH2:9][C:11]([F:14])([F:13])[F:12])[C:4]=1[C:5]#[N:6]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 12409406HCID 12409406, compound

Product 1

HCID 59438447HCID 59438447, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 64092,2,2-TrifluoroethanolSolvent

Procedure

To a solution of 200 mg (0.804 mmol) 2-methoxy-6-nitro-4-trifluoromethyl-benzonitrile in 2.4 ml 2,2,2-trifluoroethanol under argon at 0° C. was added dropwise a solution of 81.3 mg (1.246 mmol) potassium hydroxide in 600 ul water. The mixture was refluxed for 2 days then cooled to room temperature and poured into ice/water. The resulting suspension was filtered and dried in vacuo to provide 112 mg (47%) of the title compound as a white solid. MS (m/e): 317.2 (M+H).

Workup

  1. temperatureThe mixture was refluxed for 2 days
  2. filtrationThe resulting suspension was filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-dad267e6d41e42388fabe0ce2fa115d9
Source dataset
uspto-grants-2015_06
Patent number
US09067911B2

Reaction notes

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