2-Benzofurancarboxylic acid, 5-nitro-, ethyl ester → Ethyl 5-aminobenzofuran-2-carboxylate
Reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:9][C:8]=2[CH:17]=1)([O-])=O>CO.[Ni]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:9][C:8]=2[CH:17]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2.3 g of ethyl 5-nitrobenzofuran-2-carboxylate in 60 ml of methanol is hydrogenated in the presence of Raney nickel. The catalyst is filtered off and the solution is concentrated. After customary working up, ethyl 5-aminobenzofuran-2-carboxylate, Rf 0.1 (dichloromethane/ethanol 9.5:0.5) is obtained; hydrochloride m.p. 246-248°.
Workup
- filtrationThe catalyst is filtered off
- concentrationthe solution is concentrated
Sources & evidence
- ORD record
- ord-490c8e3ba36b4061b398ea79c6055a70
- Source dataset
- uspto-grants-1999_11
- Patent number
- US05977112
Reaction notes
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