Methyl iodide → HCID 22730461, compound

HRID 2085765Notes

Reaction equation

HRID 2085765 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)[C:4](=[O:18])[CH:3]=1.IC.[C:21]([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH3:21][O:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)[C:4](=[O:18])[CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 54705574HCID 54705574, compound

Product 1

HCID 22730461HCID 22730461, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of Example 296A (2.3 g, 10 mmol) in acetone (300 mL) was treated with iodomethane (5 mL) and K2CO3 (15 g), heated to reflux for 18 hours, and filtered. The filtrate was concentrated and he concentrate purified by flash column chromatography on silical gel with 4:1 hexanes/ethyl acetate to provide the desired product. MS (ESI) m/e 260 (M+H)+.

Workup

  1. temperatureheated
  2. temperatureto reflux for 18 hours
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. concentrationhe concentrate
  6. custompurified by flash column chromatography on silical gel with 4:1 hexanes/ethyl acetate

Sources & evidence

ORD record
ord-1b94b154f77045fd8c0befbbaff8b663
Source dataset
uspto-grants-2004_04
Patent number
US06720338B2

Reaction notes

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