Benzyl Alcohol → HCID 58062924, compound

HRID 659223Notes

Reaction equation

HRID 659223 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].[CH2:18]([OH:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[OH-].[K+]>O1CCOCC1.O>[CH2:18]([O:25][C:7]1[CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=[C:3]([O:2][CH3:1])[C:4]=1[C:5]#[N:6])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 3

HCID 244Benzyl AlcoholHCID 14797Potassium HydroxideHCID 12409406HCID 12409406, compound

Product 1

HCID 58062924HCID 58062924, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 200 mg (0.813 mmol) 2-methoxy-6-nitro-4-trifluoromethyl-benzonitrile in 2 ml dioxane under argon at 0° C., was added 425.3 ul (4.065 mmol) benzyl alcohol, followed by a dropwise addition of a solution of 82.2 mg (1.260 mmol) potassium hydroxide in 600 ul water. The mixture was stirred at 0° C. for 30 minutes and then at room temperature overnight. The reaction mixture was poured into ice water. The resulting suspension was filtered and dried in vacuo to provide 196 mg (y: 78.5%) of the title compound as a white solid.

Workup

  1. customat room temperature
  2. customovernight
  3. filtrationThe resulting suspension was filtered
  4. customdried in vacuo

Sources & evidence

ORD record
ord-31a7bd7607844f78818b691da1388c2a
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Reaction notes

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