Methyl iodide → HCID 22730461, compound

HRID 2356098Notes

Reaction equation

HRID 2356098 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 the concentrate purified by flash column chromatography on silica 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. customthe concentrate purified by flash column chromatography on silica gel with 4:1 hexanes/ethyl acetate

Sources & evidence

ORD record
ord-e48207648e0649e98aca16850988b1ec
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

Loading…