Hydrochloric Acid → 1-Benzofuran-5-amine
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]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
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
- temperatureat reflux
- temperatureThe mixture was refluxed for another hour
- customThe inorganic precipitates
- filtrationwere filtered off
- 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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