7-Methoxybenzofuran → 7-Benzofuranol

HRID 1380074Notes

Reaction equation

HRID 1380074 reaction equation
C[O:2][C:3]1[C:11]2[O:10][CH:9]=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1>C(Cl)Cl>[OH:2][C:3]1[C:11]2[O:10][CH:9]=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 5904627-MethoxybenzofuranHCID 10176127Pyridinium chloride

Product 1

HCID 785157-BenzofuranolYield 50%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
220 °C

Procedure

A mixture of 7methoxybenzofuran (1.8 g.) and pyridine hydrochloride (4.6 g.) was heated at 220° C. for 21/2 hours. The reaction was cooled and diluted with methylene chloride. The solution was washed with 5% aqueous hydrochloric acid (six times); dried (MgSO4) and concentrated to an oil, 0.8 g. (50% yield).

Workup

  1. temperatureThe reaction was cooled
  2. washThe solution was washed with 5% aqueous hydrochloric acid (six times)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated to an oil, 0.8 g

Sources & evidence

ORD record
ord-aa093140135c47ccaadabfa77e31dec3
Source dataset
uspto-grants-1986_04
Patent number
US04579865

Reaction notes

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