Ethanol → HCID 19428146, compound

HRID 1078604Notes

Reaction equation

HRID 1078604 reaction equation
[OH:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH3:14])=[C:7]([CH2:11][CH2:12][OH:13])[C:8](=[O:10])[O:9][C:4]=2[C:3]=1[OH:17].C(=O)([O-])[O-].[K+].[K+].[CH2:24](I)[CH3:25].[CH2:27](O)[CH3:28]>>[CH2:27]([O:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH3:14])=[C:7]([CH2:11][CH2:12][OH:13])[C:8](=[O:10])[O:9][C:4]=2[C:3]=1[O:17][CH2:24][CH3:25])[CH3:28]

Participants

5

Reactant 4

HCID 702EthanolHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 19428150HCID 19428150, compound

Product 1

HCID 19428146HCID 19428146, compound

Procedure

30.0 g (127 mmol) of 7,8-dihydroxy-3-(2-hydroxyethyl)-4-methyl-2H-1-benzopyran-2-one (Example 52), 52.7 g (381 mmol) of potassium carbonate and 43.6 g (280 mmol) of ethyl iodide are stirred under reflux for 50 hours in 800 ml of ethanol. The solution is evaporated, extracted with chloroform, and the organic phase is washed with water, dried with Na2SO4, and re-evaporated. Yield 21.0 g (57%); m.p. 130°-131° C. (from isopropanol).

Workup

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

Sources & evidence

ORD record
ord-685b6a532bb2457e9be4eaa440809d7d
Source dataset
uspto-grants-1996_08
Patent number
US05550129

Reaction notes

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