Triethylamine → Ethyl (4-fluoro-2-trifluoromethylbenzoylamino)acetate

HRID 506485Notes

Reaction equation

HRID 506485 reaction equation
Cl.[NH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].C(N(CC)CC)C.[F:16][C:17]([F:29])([F:28])[C:18]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21]>C(Cl)Cl>[F:27][C:25]1[CH:24]=[CH:23][C:19]([C:20]([NH:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])=[O:21])=[C:18]([C:17]([F:16])([F:28])[F:29])[CH:26]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 6056804-Fluoro-2-(trifluoromethyl)benzoyl chlorideHCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 59432157Ethyl (4-fluoro-2-trifluoromethylbenzoylamino)acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

30.7 g (0.22 mol) of ethyl glycinate hydrochloride were suspended in CH2Cl2. At 0° C., 86.3 g (0.854 mol) of triethylamin and 50 g (0.22 mol) of 2-trifluoromethyl-4-fluorobenzoylchlorid dissolved in 250 ml of CH2Cl2 were successively added dropwise. After 48 h at RT, the solution was washed and dried, and the solvent was removed. This gave 62.2 g (97% of theory) of the title compound as a colorless solid.

Workup

  1. additionwere successively added dropwise
  2. washthe solution was washed
  3. customdried
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-8cdcb205cda14b7caf31e1d0b8903b50
Source dataset
uspto-grants-2010_08
Patent number
US07786046B2

Reaction notes

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