Potassium Carbonate → HCID 21466363, compound

HRID 260780Notes

Reaction equation

HRID 260780 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](O)[CH:5]=[C:6]([Cl:23])[C:7]=1[O:8][C:9]1[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][C:12]([C:19]([F:22])([F:21])[F:20])=[CH:11][N:10]=1.[C:25](=[O:28])([O-])[O-].[K+].[K+].[Cl:31][C:32]([Cl:36])=[CH:33]CCl>CN(C)C=O>[Cl:1][C:2]1[C:3]([O:28][CH2:25][CH:33]=[C:32]([Cl:36])[Cl:31])=[CH:4][CH:5]=[C:6]([Cl:23])[C:7]=1[O:8][C:9]1[C:14]([C:15]([F:17])([F:18])[F:16])=[CH:13][C:12]([C:19]([F:22])([F:21])[F:20])=[CH:11][N:10]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 173781,1,3-TrichloropropeneHCID 21466285HCID 21466285, compound

Product 1

HCID 21466363HCID 21466363, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a mixture of 0.56 g of 3,5-dichloro-4-(3,5-bistrifiuoromethyl-2-pyridyloxy)phenol, 0.22 g of potassium carbonate and 20 ml of N,N-dimethylformamide, a solution prepared by dissolving 0.23 g of 1,1,3-trichloro-1-propene in 5 ml of N,N-dimethylformamide was added dropwise at room temperature with stirring. After stirring at room temperature for 7 hours, the reaction solution was poured into ice-water, and extracted twice with 50 ml of diethyl ether. Then, the ether layers were combined, washed with water, dried over anhydrous magnesium sulfate and then concentrated to give a crude product. This crude product was subjected to silica gel chromatography to give 0.50 g of 3,5-dichloro-4-(3,5-bistrifiuoromethyl-2-pyridyloxy)-2-(3,3-dichloro-2-propenyloxy)benzene, yield 70%; m.p., 78.2° C.

Workup

  1. customa solution prepared
  2. additionwas added dropwise at room temperature
  3. stirringAfter stirring at room temperature for 7 hours
  4. extractionextracted twice with 50 ml of diethyl ether
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customto give a crude product

Sources & evidence

ORD record
ord-fa25e4697bfa495fa3600a44d670da21
Source dataset
uspto-grants-1996_06
Patent number
US05530015

Reaction notes

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