Potassium Carbonate → HCID 54359593, compound

HRID 1973510Notes

Reaction equation

HRID 1973510 reaction equation
[C:1]1([S:7]([O-:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][CH:19]=[C:20]([CH2:25][CH:26]([CH3:28])[CH3:27])[CH2:21][CH:22]([CH3:24])[CH3:23]>CO.[I-].[Na+]>[CH2:25]([C:20]([CH2:21][CH:22]([CH3:24])[CH3:23])=[CH:19][CH2:18][S:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:9])=[O:8])[CH:26]([CH3:28])[CH3:27]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 2723840Benzenesulfinic acid, sodium saltHCID 20336743HCID 20336743, compound

Product 1

HCID 54359593HCID 54359593, compoundYield 69.5%

Reagents, catalysts & solvents 2

HCID 5238Sodium IodideCatalystHCID 887MethanolSolvent

Procedure

55 gm of sodium phenyl sulfinate were dissolved in 500 cc of methanol and then 8 gm of potassium carbonate, 1 gm of sodium iodide and finally 71 gm of 1-bromo-3-isobutyl-5-methyl-2-hexene were added to the solution, which was then agitated for 15 hours at room temperature. Thereafter, the reaction mixture was concentrated to dryness under reduced pressure and water was added thereto. The aqueous phase was extracted with methylene chloride and the methylene chloride extracts were combined. The organic solution thus obtained was washed with water, dried and concentrated to dryness under reduced pressure. The residue was subjected to chromatography through an alumina column to obtain 62.32 gm of the (3-isobutyl-5-methyl-2-hexenyl)phenylsulfone. This product is not described in the literature.

Workup

  1. concentrationThereafter, the reaction mixture was concentrated to dryness under reduced pressure and water
  2. additionwas added
  3. extractionThe aqueous phase was extracted with methylene chloride
  4. customThe organic solution thus obtained
  5. washwas washed with water
  6. customdried
  7. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-72ae0906591d4326b2a2413c550894cf
Source dataset
uspto-grants-1976_12
Patent number
US03997586

Reaction notes

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