Methyl iodide → HCID 20097355, compound

HRID 1769800Notes

Reaction equation

HRID 1769800 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:7][C:8](=O)[O:9]2)=[CH:4][CH:3]=1.[CH3:19]I.[C:21]([O-:24])([O-])=[O:22].[K+].[K+]>CO.CC(C)=O>[CH3:8][O:9][C:10]1[CH:11]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=1[CH:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:7][C:21]([O:24][CH3:19])=[O:22]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 29028277-methyl-4-phenyl-3,4-dihydrochromen-2-one

Product 1

HCID 20097355HCID 20097355, compoundYield 92.5%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

7-Methyl-4-phenyl-3,4-dihydrocoumarin (78 g, 0.327 mol) in 150 ml methanol and 150 ml acetone containing methyl iodide (100 g, 0.7 mol) and K2CO3 (55 g, 0.4 mol) was refluxed for 24 h, filtered, and the solvent was evaporated. The residue was dissolved in ether, the solution was washed with water, dried and evaporated giving 86 g (92%) of a viscous oil.

Workup

  1. temperaturewas refluxed for 24 h
  2. filtrationfiltered
  3. customthe solvent was evaporated
  4. dissolutionThe residue was dissolved in ether
  5. washthe solution was washed with water
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-cdbc23295b1c4a9f82e021fa4461f635
Source dataset
uspto-grants-1995_01
Patent number
US05382600

Reaction notes

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