Potassium Iodide → HCID 13937320, compound

HRID 2352131Notes

Reaction equation

HRID 2352131 reaction equation
[CH3:1][C:2]([CH3:13])([C:4](=[O:12])[CH2:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8])[CH3:3].C(=O)([O-])[O-].[K+].[K+].[CH:20]1([CH2:23]Br)[CH2:22][CH2:21]1.[I-].[K+]>C(O)C>[CH3:8][C:7]([CH3:10])([C:6](=[O:11])[CH:5]([CH2:23][CH:20]1[CH2:22][CH2:21]1)[C:4](=[O:12])[C:2]([CH3:13])([CH3:1])[CH3:3])[CH3:9]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 707002,2,6,6-Tetramethyl-3,5-heptanedioneHCID 81503Bromomethylcyclopropane2×

Product 1

HCID 13937320HCID 13937320, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,2,6,6-tetramethyl-3,5-heptanedione (18.4 g) in ethanol (100 ml) was added potassium carbonate (20.7 g) followed by cyclopropylmethyl bromide (13.5 g). The mixture was heated at reflux for 16 hours. Potassium iodide (2 g) and further cyclopropylmethyl bromide (2 g) was added to the reaction mixture and reflux continued for a further 8 hours. The reaction mixture was cooled and concentrated in vacuo. To the residue was added water and the resultant mixture was extracted with ether. The ether extracts were washed with water and dried. Concentration in vacuo gave the product as an oil which was used without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 16 hours
  3. temperaturereflux
  4. temperatureThe reaction mixture was cooled
  5. concentrationconcentrated in vacuo
  6. additionTo the residue was added water
  7. extractionthe resultant mixture was extracted with ether
  8. washThe ether extracts were washed with water
  9. customdried
  10. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-88283d637b6047eb9eaf1c5a31782af1
Source dataset
uspto-grants-1989_10
Patent number
US04875922

Reaction notes

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