Acetone → HCID 669236, compound

HRID 2419812Notes

Reaction equation

HRID 2419812 reaction equation
[CH2:1](Cl)[CH:2]([CH3:4])[CH3:3].[F:6][C:7]([F:16])([F:15])[C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10].C(N(CC)CC)C.CC(C)=[O:26]>>[F:6][C:7]([F:15])([F:16])[C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH:10][C:1](=[O:26])[CH:2]([CH3:4])[CH3:3]

Participants

5

Procedure

34.5 g of isobutyl chloride were added over 15 minutes to a mixture of 46.7 g of o-trifluoromethylaniline, 32.6 g of triethylamine and 470 ml of acetone and the mixture was held at 15° C for 30 minutes and then returned to room temperature. The mixture stood for 12 hours and was filtered and the filtrate was evaporated to dryness. The residue was taken up in 700 ml of ethyl acetate and the solution was washed with 10% potassium carbonate solution and then with water until the wash water pH was 6, then with N hydrochloric acid and finally with water until the wash water pH was 6. The solution was dried over magnesium sulfate, was treated with activated carbon and was evaporated to obtain 68 g of raw product which was washed with hexane to obtain 60 g of N-(2-trifluoromethylphenyl)-2-methyl-propanamide melting at 114° C which was used as is for the next step.

Workup

  1. customreturned to room temperature
  2. waitThe mixture stood for 12 hours
  3. filtrationwas filtered
  4. customthe filtrate was evaporated to dryness
  5. washthe solution was washed with 10% potassium carbonate solution
  6. dry with materialThe solution was dried over magnesium sulfate
  7. additionwas treated with activated carbon
  8. customwas evaporated
  9. customto obtain 68 g of raw product which
  10. washwas washed with hexane

Sources & evidence

ORD record
ord-e6f0edccfbe1448c9b336e74c3f231a9
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

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