Ethylamine → HCID 13849038, compound

HRID 255492Notes

Reaction equation

HRID 255492 reaction equation
[CH2:1]([NH2:3])[CH3:2].C(N(CC)CC)C.[Cl:11][C:12]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:13]=1[O:14][C:15]1[CH:16]=[C:17]([CH2:21][C:22](Cl)=[O:23])[CH:18]=[CH:19][CH:20]=1>O>[CH2:1]([NH:3][C:22](=[O:23])[CH2:21][C:17]1[CH:18]=[CH:19][CH:20]=[C:15]([O:14][C:13]2[CH:25]=[CH:26][C:27]([C:29]([F:30])([F:31])[F:32])=[CH:28][C:12]=2[Cl:11])[CH:16]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6341EthylamineHCID 8471TriethylamineHCID 13630154{3-[2-Chloro-4-(trifluoromethyl)phenoxy]phenyl}acetyl chloride

Product 1

HCID 13849038HCID 13849038, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.7 g of ethylamine and 1.5 g of triethylamine were dissolved in 20 ml of N,N'-dimethylacetamide at 0° C., followed by addition of 3.5 g of 3-(2'-chloro-4'-trifluoromethylphenoxy)phenylacetyl chloride. The reaction was allowed to proceed at 0° C. for 1 hour and then at room temperature for further 3 hours to complete the reaction. After completion of the reaction, 50 ml of water was added to the liquid reaction mixture, followed by extraction twice with 30 ml portions of ether. The ether layer was washed with dilute hydrochloric acid and water and dried over anhydrous sodium sulfate, and the ether was distilled off under reduced pressure. As a result, there was obtained 3.5 g of N-ethyl-3-(2'-chloro-4'-trifluoromethylphenoxy)phenylacetamide.

Workup

  1. waitat room temperature for further 3 hours to complete
  2. customthe reaction
  3. additionwas added to the liquid reaction mixture
  4. extractionfollowed by extraction twice with 30 ml portions of ether
  5. washThe ether layer was washed with dilute hydrochloric acid and water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationthe ether was distilled off under reduced pressure

Sources & evidence

ORD record
ord-bdf74bb6565c40e88e6b91e528e3fdc1
Source dataset
uspto-grants-1987_10
Patent number
US04698094

Reaction notes

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