Hydrogen iodide → 3-Phenyl-benzofuran-6-ol

HRID 2397877Notes

Reaction equation

HRID 2397877 reaction equation
C[O:2][C:3]1[CH:17]=[CH:16][C:6]2[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:8][O:9][C:5]=2[CH:4]=1.I>C(O)(=O)C>[OH:2][C:3]1[CH:17]=[CH:16][C:6]2[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:8][O:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 24841Hydrogen iodideHCID 51727006-Methoxy-3-phenyl-benzofuran

Product 1

HCID 122735253-Phenyl-benzofuran-6-ol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 30 g (0.134 mole) of 6-methoxy-3-phenylbenzofuran in 150 ml of acetic acid is added 30 ml of 47% stabilized hydroiodic acid. The mixture is heated to its reflux temperature and maintained at reflux for seven hours. A precipitate is obtained which is separated by filtration, rinsed with water and dried to provide crude 6-hydroxy-3 -phenylbenzofuran, m.p. 138°-143° as an off-white powder.

Workup

  1. temperatureThe mixture is heated to its
  2. temperaturereflux temperature
  3. temperaturemaintained
  4. temperatureat reflux for seven hours
  5. customA precipitate is obtained which
  6. customis separated by filtration
  7. washrinsed with water
  8. customdried

Sources & evidence

ORD record
ord-4610e526c59d4bbf9a5b0b823dd25b71
Source dataset
uspto-grants-1977_05
Patent number
US04022908

Reaction notes

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