1,1'-(Chloromethylene)bis(4-fluorobenzene) → HCID 15100869, compound

HRID 1090171Notes

Reaction equation

HRID 1090171 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)Cl)=[CH:4][CH:3]=1.[K].[OH:18][N:19]1[CH:23]=[N:22][CH:21]=[N:20]1>CN(C)C=O.[I-].[K+]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[O:18][N:19]2[CH:23]=[N:22][CH:21]=[N:20]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 27237731,1'-(Chloromethylene)bis(4-fluorobenzene)HCID 5462222PotassiumHCID 14670780HCID 14670780, compound

Product 1

HCID 15100869HCID 15100869, compound

Reagents, catalysts & solvents 2

HCID 4875Potassium IodideCatalystHCID 6228DimethylformamideSolvent

Procedure

100 mg of potassium iodide and 2.9 g of di-(4-fluorophenyl)-chloromethane were added to 1.5 g of the potassium salt of 1-hydroxy-1,2,4-triazole in 100 ml of dimethylformamide and the mixture was stirred for 2 hours at room temperature. The solvent was evaporated off under reduced pressure, after which the residue was taken up with 50 ml of methyl tert-butyl ether and the solution was extracted twice by shaking with water. The organic phase was evaporated down to give 3.3 g of a pale yellow oil, which was chromatographed over a short silica gel column using dichloromethane. The yield was 2.0 g of a pale oil.

Workup

  1. customThe solvent was evaporated off under reduced pressure
  2. extractionthe solution was extracted twice
  3. stirringby shaking with water
  4. customThe organic phase was evaporated down

Sources & evidence

ORD record
ord-b099f1d91c6444b9a4442d755303650d
Source dataset
uspto-grants-1992_01
Patent number
US05081142

Reaction notes

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