Water → 6-Methylbenzofuran

HRID 1194808Notes

Reaction equation

HRID 1194808 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-hydroxy6-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-cbb7bbf30bdc4d438f389717290a8e31
Source dataset
uspto-grants-1989_03
Patent number
US04816473

Reaction notes

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