Potassium Acetate → Cyclopropyldiphenylsulfonium acetate

HRID 1413758Notes

Reaction equation

HRID 1413758 reaction equation
F[B-](F)(F)F.[CH:6]1([S+:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][CH2:7]1.[C:22]([O-:25])(=[O:24])[CH3:23].[K+]>O>[C:22]([O-:25])(=[O:24])[CH3:23].[CH:6]1([S+:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 517044Potassium AcetateHCID 2724210Cyclopropyldiphenylsulphonium tetrafluoroborate

Product 1

HCID 20290484Cyclopropyldiphenylsulfonium acetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 5.0 g. cyclopropyldiphenylsulfonium tetrafluoroborate in 30 ml. water at 90°-95° C. is added 50 ml. of hot solution of potassium acetate (obtained by mixing 26.6 g. acetic acid with 24.0 g. potassium hydroxide). The reaction mixture is stirred well and maintained at 90°-95° C. for several minutes and allowed to cool to room temperature gradually. The reaction mixture is then filtered free of any solids; the aqueous filtrate extracted several times with methylene chloride, the combined methylene chloride extracts are dried over sodium sulphate, filtered and evaporated i.v. to dryness. From the residue is obtained on trituration with ether the title product, as an oil.

Workup

  1. temperaturemaintained at 90°-95° C. for several minutes
  2. filtrationThe reaction mixture is then filtered free of any solids
  3. extractionthe aqueous filtrate extracted several times with methylene chloride
  4. dry with materialthe combined methylene chloride extracts are dried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated i.v

Sources & evidence

ORD record
ord-ac572dcbe8a541288ae0a667cb82eacb
Source dataset
uspto-grants-1981_02
Patent number
US04251521

Reaction notes

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