Water → 6-Methylbenzofuran

HRID 868612Notes

Reaction equation

HRID 868612 reaction equation
S(=O)(=O)(O)O.O[CH:7]1[C:11]2[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:10]=2[O:9][CH2:8]1.O>C1C=CC=CC=1>[CH3:16][C:14]1[CH:13]=[CH:12][C:11]2[CH:7]=[CH:8][O:9][C:10]=2[CH:15]=1

Participants

5

Reactant 3

HCID 962Water2×HCID 1118Sulfuric AcidHCID 13013062HCID 13013062, compound

Product 1

HCID 869296-Methylbenzofuran

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Sulfuric acid (0.2 ml) and 10.0 g of 3-hydroxy-6-methyl-2,3-dihydrobenzofuran were dissolved in 200 ml of benzene and heated at reflux with the azeotropic removal of water. After 3 hours, the reaction mixture was added to water (500 ml) and extracted with ether. The combined ether extracts were washed with water and saturated aqueous sodium bicarbonate, dried with sodium sulfate and the solvent evaporated to give 6-methylbenzofuran.

Workup

  1. temperatureheated
  2. extractionextracted with ether
  3. washThe combined ether extracts were washed with water and saturated aqueous sodium bicarbonate
  4. dry with materialdried with sodium sulfate
  5. customthe solvent evaporated

Sources & evidence

ORD record
ord-aa59cb39a31b47429db72de6c2e5170b
Source dataset
uspto-grants-1988_10
Patent number
US04780480

Reaction notes

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