Methyl iodide → HCID 15432603, compound

HRID 618088Notes

Reaction equation

HRID 618088 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]([C:14]2[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=2)=[O:13])=[CH:2]1.CI.[C:28](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:28][N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]([C:14]2[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=2)=[O:13])=[CH:2]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 9927763170488-48-9

Product 1

HCID 15432603HCID 15432603, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Compound 1 (1.0 g) obtained in Example 1 was dissolved in acetone (50 ml), and methyl iodide (1.42 g) and potassium carbonate (1.0 g) were added thereto, followed by heating under reflux for 72 hours. Insoluble matters were filtered off, and the filtrate was concentrated under reduced pressure. The residue was suspended in ethyl acetate (20 ml) in a condition of heating under reflux, and insoluble matters were filtered off. Hexane (25 ml) was added to the filtrate, and the precipitated crystals were collected by filtration to give Compound 2 (0.85 g).

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 72 hours
  3. filtrationInsoluble matters were filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. temperatureof heating
  6. temperatureunder reflux
  7. filtrationinsoluble matters were filtered off
  8. additionHexane (25 ml) was added to the filtrate
  9. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-24229381d9324b259314c616d37fc0e7
Source dataset
uspto-grants-1999_09
Patent number
US05952355

Reaction notes

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