Sodium Carbonate → HCID 13730261, compound

HRID 2232455Notes

Reaction equation

HRID 2232455 reaction equation
F[B-](F)(F)F.[CH2:6]([O+](CC)CC)[CH3:7].[F:13][C:14]([F:25])([F:24])[C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17]([NH2:19])=[O:18].C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[F:13][C:14]([F:24])([F:25])[C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17](=[NH:19])[O:18][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 677592-TrifluoromethylbenzamideHCID 2723982Triethyloxonium tetrafluoroborate

Product 1

HCID 13730261HCID 13730261, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 39.2 g of triethyloxonium tetrafluoroborate in 325 ml of methylene chloride is treated with 32.5 g of o-trifluoromethyl-benzamide. After stirring at room temperature for 48 hours the reaction mixture is poured on to a mixture of 10% sodium carbonate solution and ice and the resulting mixture is extracted three times with methylene chloride. The combined extracts are then washed twice with 10% sodium carbonate solution, dried over anhydrous sodium sulphate and evaporated under reduced pressure. The oily, brown residue is distilled in a high vacuum. There is obtained pure ethyl o-trifluoromethyl-benzimidate, b.p. 67° C./0.15 mmHg.

Workup

  1. extractionthe resulting mixture is extracted three times with methylene chloride
  2. washThe combined extracts are then washed twice with 10% sodium carbonate solution
  3. dry with materialdried over anhydrous sodium sulphate
  4. customevaporated under reduced pressure
  5. distillationThe oily, brown residue is distilled in a high vacuum

Sources & evidence

ORD record
ord-ae9a0e16d37f48bda8f0b843049f740c
Source dataset
uspto-grants-1988_11
Patent number
US04788210

Reaction notes

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