Methanol → HCID 58270412, compound
Reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][NH2:23])=[CH:18][CH:17]=1.CO>>[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[CH:13][C:4]=3[N+:1]([O-:3])=[O:2])[C:9]2=[O:14])=[CH:18][CH:17]=1Participants
4
Procedure
5-Nitro-isochromen-1-one (1 g, 0.005 mol) and 4-fluoro-benzene methanamine, (2 g, 0.02 mol) were refluxed in methanol (20 mL, 0.5 mol) for 2 hours. The volatiles were removed via rotovapor, and the residue was purified via flash column chromatography (40 g of silica gel, 0-50% EtOAc/Hexane) gave a bright yellow solid. MS m/z (M+H) 299.1
Workup
- customThe volatiles were removed via rotovapor
- customthe residue was purified via flash column chromatography (40 g of silica gel, 0-50% EtOAc/Hexane)
- customgave a bright yellow solid
Sources & evidence
- ORD record
- ord-2c23b93a9e084d46a3b146d90b21d2d3
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08779144B2
Reaction notes
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