Potassium Carbonate → HCID 53670972, compound

HRID 414653Notes

Reaction equation

HRID 414653 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH:8]([CH3:19])[C:9]([O:11][CH2:12][CH2:13][O:14][N:15]=[C:16]([CH3:18])[CH3:17])=[O:10].[Cl:20][C:21]1[CH:34]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:32]=[CH:31][C:22]=1[O:23][C:24]1[CH:25]=[C:26]([OH:30])[CH:27]=[CH:28][CH:29]=1>CC(C)=O>[Cl:20][C:21]1[CH:34]=[C:33]([C:35]([F:36])([F:38])[F:37])[CH:32]=[CH:31][C:22]=1[O:23][C:24]1[CH:25]=[C:26]([CH:27]=[CH:28][CH:29]=1)[O:30][CH:8]([CH3:19])[C:9]([O:11][CH2:12][CH2:13][O:14][N:15]=[C:16]([CH3:18])[CH3:17])=[O:10]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 129062603-[2-Chloro-4-(trifluoromethyl)phenoxy]phenolHCID 212815132-{[(Propan-2-ylidene)amino]oxy}ethyl 2-bromopropanoate

Product 1

HCID 53670972HCID 53670972, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2.76 g of anhydrous potassium carbonate and 3.78 g of 2-isopropylideneaminooxy-ethyl 2-bromopropionate are added to a solution of 2.89 g of 3-(o-chloro-p-trifluoromethyl-phenoxy)-phenol in 40 ml of acetone and the mixture is heated at reflux temperature for 6 hours. The resulting solution is then concentrated to 30 ml and the concentrate is poured into 100 ml of water. The mixture is extracted three times with 80 ml of ethyl acetate each time, the combined organic phases are back-washed twice with 50 ml of water each time, the solvent is evaporated from the organic phase and there is obtained by distillation in a bulb-tube at 100°-170° C./0.05 mm Hg 2-isopropylideneaminooxy-ethyl 2-[3-(o-chloro-p-trifluoromethyl-phenoxy)-phenoxy]-propionate.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux temperature for 6 hours
  3. concentrationThe resulting solution is then concentrated to 30 ml
  4. additionthe concentrate is poured into 100 ml of water
  5. extractionThe mixture is extracted three times with 80 ml of ethyl acetate each time
  6. washthe combined organic phases are back-washed twice with 50 ml of water each time
  7. customthe solvent is evaporated from the organic phase

Sources & evidence

ORD record
ord-ad27da8d106a4149845d09389e8ddf1c
Source dataset
uspto-grants-1988_12
Patent number
US04792616

Reaction notes

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