Hydrochloric Acid → N-Methoxy-N-methylbenzofuran-5-carboxamide
Reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10](Cl)=[O:11])=[CH:9][C:4]=2[CH:3]=[CH:2]1.[CH3:13][NH:14][O:15][CH3:16].Cl.C(N(CC)CC)C>C(Cl)Cl>[CH3:16][O:15][N:14]([CH3:13])[C:10]([C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH:2]=[CH:3][C:4]=2[CH:9]=1)=[O:11]Participants
6
Procedure
Benzofuran-5-carbonyl chloride (1 g, 5.54 mmol) in dry DCM (40 ml) is treated with N,O-dimethylhydroxylamine.HCl (0.594 g, 6.09 mmol) followed by triethylamine (1.930 ml, 13.84 mmol). After stirring at RT overnight, the mixture is diluted with DCM and washed with H2O, 1M HCl, 1M NaOH, brine, dried (MgSO4) and evaporated down to give a brown oil which is used without further purification; MS: m/z 206.1 [M+H]+
Workup
- washwashed with H2O, 1M HCl, 1M NaOH, brine
- dry with materialdried (MgSO4)
- customevaporated down
- customto give a brown oil which
- customis used without further purification
Sources & evidence
- ORD record
- ord-23367186aafe462faa1f35bddd627338
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07994203B2
Reaction notes
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