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

HRID 542087Notes

Reaction equation

HRID 542087 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-88a38dafc00b47c5945680a2e3b5dfa2
Source dataset
uspto-grants-1987_04
Patent number
US04655824

Reaction notes

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