Water → Acetanilide, 3'-acetyl-2,2,2-trifluoro-

HRID 230706

Reaction equation

HRID 230706 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[F:11][C:12]([F:18])([F:17])[C:13](OC)=[O:14].O>CO>[C:8]([C:4]1[CH:3]=[C:2]([NH:1][C:13](=[O:14])[C:12]([F:18])([F:17])[F:11])[CH:7]=[CH:6][CH:5]=1)(=[O:10])[CH3:9]

Participants

5

Reactant 3

HCID 962WaterHCID 74173'-AminoacetophenoneHCID 9893Methyl trifluoroacetate

Product 1

HCID 673706Acetanilide, 3'-acetyl-2,2,2-trifluoro-Yield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10 mmol of 3′-aminoacetophenone as a starting material was dissolved in a methanol solvent in a 100 mL round-bottomed flask and 1.2 equivalents (eq) of methyl trifluoroacetate was added dropwise thereto over 30 minutes at room temperature, and subsequently the reaction mixture was stirred for 2 hours. After the completion of the reaction was confirmed by TLC, a small amount of water was added to terminate the reaction. Then, the solvent was removed under reduced pressure. The residue was dissolved in 50 mL of ethyl acetate and washed twice with 30 mL of water, dried over anhydrous sodium sulfate, and distilled under reduced pressure to obtain the desired 3-acetyl-trifluoroacetylaminobenzene (85%) as a brown oil.

Workup

  1. customto terminate
  2. customthe reaction
  3. customThen, the solvent was removed under reduced pressure
  4. dissolutionThe residue was dissolved in 50 mL of ethyl acetate
  5. washwashed twice with 30 mL of water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-765ccfd9ba554e248b48d58848b357ce
Source dataset
uspto-grants-2009_07
Patent number
US07566773B2

Linked notes

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