Methyl iodide → HCID 23158320, compound

HRID 601664Notes

Reaction equation

HRID 601664 reaction equation
CI.O1CCC[CH2:4]1.[CH3:8][CH:9]1[C:18](=[O:19])[C:17]2[C:12](=[CH:13][C:14]([O:20][CH3:21])=[CH:15][CH:16]=2)[O:11][CH2:10]1.[K]>O>[CH3:8][C:9]1([CH3:4])[C:18](=[O:19])[C:17]2[C:12](=[CH:13][C:14]([O:20][CH3:21])=[CH:15][CH:16]=2)[O:11][CH2:10]1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 5462222PotassiumHCID 11355986HCID 11355986, compound

Product 1

HCID 23158320HCID 23158320, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Under nitrogen atmosphere, 0.4 ml of methyl iodide was added to 10 ml solution tetrahydrofuran with 240 mg of 3-methyl-7-methoxychroman-4-one, 100 mg of potassium hydrogenate was added and the mixture was stirred at room temperature for 3 hours. Water was added to the reaction solution, extracted with chloroform. Chloroform layer was washed with saturated saline solution and dried with anhydrous sodium sulfate. After distilling out the solvents under reduced pressure, residues were separated and purified by silicagel chromatography (hexane/ethyl acetate=5/1) to obtain 145 mg of the above compound as a white solid.

Workup

  1. additionwas added
  2. extractionextracted with chloroform
  3. washChloroform layer was washed with saturated saline solution
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationAfter distilling out the solvents under reduced pressure, residues
  6. customwere separated
  7. custompurified by silicagel chromatography (hexane/ethyl acetate=5/1)

Sources & evidence

ORD record
ord-44d93b062fc64accbedacfc50b68898e
Source dataset
uspto-grants-2011_03
Patent number
US07902369B2

Reaction notes

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