Potassium Carbonate → 2-Chloro-4-(2-chloro-4-trifluoromethyl-phenoxy)-pyridine

HRID 2232015Notes

Reaction equation

HRID 2232015 reaction equation
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:9]=1[OH:18].[Cl:19][C:20]1[CH:25]=[C:24]([N+]([O-])=O)[CH:23]=[CH:22][N:21]=1>CN(C)C=O>[Cl:19][C:20]1[CH:25]=[C:24]([O:18][C:9]2[CH:10]=[CH:11][C:12]([C:14]([F:16])([F:17])[F:15])=[CH:13][C:8]=2[Cl:7])[CH:23]=[CH:22][N:21]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 7351522-Chloro-4-nitropyridineHCID 27366032-Chloro-4-(trifluoromethyl)phenol

Product 1

HCID 132691542-Chloro-4-(2-chloro-4-trifluoromethyl-phenoxy)-pyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.48 gm (0.018 mol) of potassium carbonate were added in portions to a stirred solution of 2.95 gm (0.015 mol) of 2-chloro-4-trifluoromethyl-phenol and 2.2 gm (0.015 mol) of 2-chloro-4-nitro-pyridine in 10 ml of dimethylformamide, and the mixture was stirred first for 1 hour at room temperature and then for 11/2 hours at 80° C. Thereafter, the reaction mixture was poured into ice water and the aqueous mixture was extracted with chloroform. The organic phase was separated, washed with 2N sodium hydroxide and with water, dried with sodium sulfate and evaporated, yielding the title compound as a colorless oil.

Workup

  1. custom2 hours
  2. customat 80° C
  3. extractionthe aqueous mixture was extracted with chloroform
  4. customThe organic phase was separated
  5. washwashed with 2N sodium hydroxide and with water
  6. dry with materialdried with sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-a5de37931e514d6bb93c5647007a5abe
Source dataset
uspto-grants-1988_11
Patent number
US04786317

Reaction notes

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