Acetone → HCID 3507819, compound

HRID 2419808Notes

Reaction equation

HRID 2419808 reaction equation
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].CC(C)=O.[F:10][C:11]([F:20])([F:19])[C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH2:14]>C(N(CC)CC)C>[F:10][C:11]([F:19])([F:20])[C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH:14][C:1](=[O:4])[CH2:2][CH3:3]

Participants

5

Procedure

33.3 g of propionyl chloride were added over 30 minutes at 20°-30° C to a mixture of 480 ml of acetone, 48.3 g of o-trifluoromethyl aniline and 36.42 g of triethylamine and after standing for 12 hours, the mixture was filtered. The acetone was evaporated from the filtrate and the residue was taken up in 500 ml of ethyl acetate. The solution was washed with 10% potassium carbonate solution, then with water until the pH of the wash waters was 6, then with N hydrochloric acid and then with water until the wash water pH was 6. The solution was dried over magnesium sulfate, treated with activated carbon and then evaporated to dryness to obtain 65 g of raw product which was washed with iced essence G to obtain 43 g of N-(2-trifluoromethylphenyl)-propanamide melting at 86° C.

Workup

  1. filtrationthe mixture was filtered
  2. customThe acetone was evaporated from the filtrate
  3. washThe solution was washed with 10% potassium carbonate solution
  4. dry with materialThe solution was dried over magnesium sulfate
  5. additiontreated with activated carbon
  6. customevaporated to dryness
  7. customto obtain 65 g of raw product which
  8. washwas washed with iced essence G

Sources & evidence

ORD record
ord-bca9b699311348a6befa84c2afed46b6
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

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