Potassium Carbonate → HCID 19068738, compound

HRID 1957265Notes

Reaction equation

HRID 1957265 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([CH:19]=[O:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.IN1[C:26](=[O:27])CCC1=O.C(=O)([O-])[O-].[K+].[K+]>CO>[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([C:19]([O:27][CH3:26])=[O:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 120273N-IodosuccinimideHCID 186929322-Chloro-5-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]benzaldehyde

Product 1

HCID 19068738HCID 19068738, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.8 g of 3-chloro-2-(4-chloro-3-formylphenyl)-5-trifluoromethylpyridine, 8.4 g of N-iodosuccinimide, 5.2 g of potassium carbonate and 120 ml of methanol were stirred at 23° C. for 20 hours. Most of the methanol was removed by distillation and then a solution of 7 g of Na2S2O3 pentahydrate in 200 ml of water was added, after which the mixture was extracted three times with 100 ml of tert-butyl methyl ether each time. The combined organic phases were washed with 50 ml of water, dried over sodium sulfate and concentrated. Yield: 4.9 g (93%) of a colorless oil;

Workup

  1. customMost of the methanol was removed by distillation
  2. additiona solution of 7 g of Na2S2O3 pentahydrate in 200 ml of water was added
  3. extractionafter which the mixture was extracted three times with 100 ml of tert-butyl methyl ether each time
  4. washThe combined organic phases were washed with 50 ml of water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-441809d26e2e43f08c3094c02761d3eb
Source dataset
uspto-grants-1998_07
Patent number
US05783522

Reaction notes

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