Hydrogen iodide → HCID 20513436, compound

HRID 1164063Notes

Reaction equation

HRID 1164063 reaction equation
I.CO[C:4]1[C:9]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])=[CH:8][CH:7]=[CH:6][C:5]=1[CH:18]([CH2:22][CH2:23][CH3:24])[C:19]([OH:21])=[O:20]>C(OC(=O)C)(=O)C>[CH2:22]([CH:18]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH3:17])[C:4]=2[O:20][C:19]1=[O:21])[CH2:23][CH3:24]

Participants

4

Reactant 2

HCID 24841Hydrogen iodideHCID 20513428HCID 20513428, compound

Product 1

HCID 20513436HCID 20513436, compoundYield 63.2%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Hydriodic acid (55-58%, 20 ml) was added portionwise to a solution of 2-[2-methoxy-3-(o-tolyloxy)phenyl]valeric acid (3.7 g) in acetic anhydride (10 ml) with stirring under ice-cooling, and the mixture was refluxed under heating for an hour. After cooling, the reaction mixture was evaporated. The oily residue was purified by column chromatography (silica gel, benzene) to give oily 3-n-propyl-7-(o-tolyloxy)-2,3-dihydrobenzofuran-2-one (2.1 g).

Workup

  1. temperaturecooling
  2. temperaturethe mixture was refluxed
  3. temperatureunder heating for an hour
  4. temperatureAfter cooling
  5. customthe reaction mixture was evaporated
  6. customThe oily residue was purified by column chromatography (silica gel, benzene)

Sources & evidence

ORD record
ord-29777c9fa1264b60a1060e072dd566fe
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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