Hydrochloric Acid → 1-Benzofuran-5-amine

HRID 1740875Notes

Reaction equation

HRID 1740875 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][CH:10]=[CH:9][C:8]=2[CH:12]=1)([O-])=O.Cl>C(O)C.[Fe]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[O:11][CH:10]=[CH:9][C:8]=2[CH:12]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 5958975-Nitro-1-benzofuran

Product 1

HCID 14771521-Benzofuran-5-amine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

To a solution of all of the 5-nitrobenzofuran in 90% ethanol (50 ml) kept at reflux were added small portions of Fe powder (in total 2.5 g) and concentrated HCl (in total 0.1 ml) during 10 min. The mixture was refluxed for another hour. The inorganic precipitates were filtered off and the mixture was poured onto brine and ethyl acetate (250 ml). Work-up of the organic phase afforded 1 g of crystalline 5-aminobenzofuran derivative.

Workup

  1. temperatureat reflux
  2. temperatureThe mixture was refluxed for another hour
  3. customThe inorganic precipitates
  4. filtrationwere filtered off
  5. additionthe mixture was poured onto brine and ethyl acetate (250 ml)

Sources & evidence

ORD record
ord-459bfbe6978a4bc09bcb38c8b3e93dad
Source dataset
uspto-grants-1999_10
Patent number
US05972964

Reaction notes

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