Methyl iodide → HCID 15029853, compound

HRID 653748Notes

Reaction equation

HRID 653748 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[I:11])[C:7](=[O:12])[CH2:6][CH2:5]2.[CH2:13](C(C)=O)C.C([O-])([O-])=O.[K+].[K+].CI>O>[CH3:13][O:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[I:11])[C:7](=[O:12])[CH2:6][CH2:5]2

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 15029852HCID 15029852, compound

Product 1

HCID 15029853HCID 15029853, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product of Example 60 was added to methyl ethyl ketone (50 ml), K2CO3 (5 g) and methyl iodide (5 ml) then heated at reflux for 41/2 hrs. The reaction was cooled, H2O added, followed by an EtOAc extraction. The organic layer was separated, washed with brine, dried (Na2SO4), filtered and evaporated. Trituration of the residue afforded the desired compound after filtration, m.p. 129°-30° C.

Workup

  1. temperaturethen heated
  2. temperatureat reflux for 41/2 hrs
  3. temperatureThe reaction was cooled
  4. extractionfollowed by an EtOAc extraction
  5. customThe organic layer was separated
  6. washwashed with brine
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. customevaporated

Sources & evidence

ORD record
ord-6bbda6ff27544ddc90c291a71d7be2c0
Source dataset
uspto-grants-1992_07
Patent number
US05128362

Reaction notes

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