Pyridine → HCID 86747537, compound

HRID 1198713Notes

Reaction equation

HRID 1198713 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.N1C=CC=CC=1.[F:24][C:25]([F:38])([F:37])[S:26]([O:29]S(C(F)(F)F)(=O)=O)(=[O:28])=[O:27]>C(Cl)Cl>[F:24][C:25]([F:38])([F:37])[S:26]([OH:29])(=[O:28])=[O:27].[F:24][C:25]([F:38])([F:37])[S:26]([OH:29])(=[O:28])=[O:27].[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6623Bisphenol AHCID 67749Trifluoromethanesulfonic anhydride

Product 1

HCID 86747537HCID 86747537, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 22.46 grams (79.5 mmol.) of bisphenol A and 75 ml. of pyridine in 200 ml. of methylene chloride was cooled to 0° C., and 50 grams (177 mmol.) of trifluoromethanesulfonic anhydride was added over 40 minutes at a rate to maintain the temperature of the reaction mixture below 10° C. The resulting clear yellow solution was allowed to warm to room temperature, stirred for 14 hours, diluted with methylene chloride and washed twice with 5% aqueous hydrochloric acid solution and three times with water. After drying over magnesium sulfate, the solvent was removed to yield bisphenol A bis(trifluoromethanesulfonate) as a white powder.

Workup

  1. temperatureto maintain the temperature of the reaction mixture below 10° C
  2. washwashed twice with 5% aqueous hydrochloric acid solution and three times with water
  3. dry with materialAfter drying over magnesium sulfate
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-0ed4f5b6f82346219bf488c78345ffae
Source dataset
uspto-grants-1994_01
Patent number
US05281689

Reaction notes

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