Methyl iodide → HCID 19428168, compound

HRID 1078605Notes

Reaction equation

HRID 1078605 reaction equation
O[C:2]1[C:7]2[C:8]([CH3:16])=[C:9]([CH2:13][CH2:14][OH:15])[C:10](=O)[O:11][C:6]=2[CH:5]=[C:4]([OH:17])[CH:3]=1.[C:18](=[O:21])([O-])[O-:19].[K+].[K+].[CH3:24]I>C(O)C>[OH:15][CH2:14][CH2:13][C:9]1[C:18](=[O:21])[O:19][C:2]2[CH:3]=[C:4]([O:17][CH3:24])[CH:5]=[C:6]([O:11][CH3:10])[C:7]=2[C:8]=1[CH3:16]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 19428162HCID 19428162, compound

Product 1

HCID 19428168HCID 19428168, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Alternative method: 100.0 g (423 mmol) of 5,7-dihydroxy-3-(2-hydroxyethyl)-4-methyl-2H-1-benzopyran-2-one (Example 49), 175.5 g (1270 mmol) of potassium carbonate and 150.2 g (1058 mmol) of methyl iodide are stirred under reflux for 4 hours in 1800 ml of ethanol. The solution is filtered, evaporated, extracted with chloroform, and the organic phase is washed with water, dried with Na2SO4 and re-evaporated. Yield 49.3 g (44%); m.p. 148°-150° C. (from isopropanol/TBME).

Workup

  1. filtrationThe solution is filtered
  2. customevaporated
  3. extractionextracted with chloroform
  4. washthe organic phase is washed with water
  5. dry with materialdried with Na2SO4
  6. customre-evaporated

Sources & evidence

ORD record
ord-d50220619f0f434dade02e76a13468b2
Source dataset
uspto-grants-1996_08
Patent number
US05550129

Reaction notes

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