Methanol → HCID 58270428, 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].[CH3:15][C:16]1([CH3:23])[O:20][CH:19]([CH2:21][NH2:22])[CH2:18][O:17]1.CO>>[CH3:15][C:16]1([CH3:23])[O:20][CH:19]([CH2:21][N:22]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])[CH2:18][O:17]1Participants
4
Procedure
5-Nitro-isochromen-1-one (8 g, 0.04 mol) and (2,2-dimethyl-1,3-dioxolan-4-yl)methanamine (5 g, 0.04 mol) were refluxed in methanol (40 mL, 1 mol) for 2 hours. The volatiles were removed via rotovapor, and the residue was purified via flash column chromatography (330 g of silica gel, 0-50% EtOAc/Hexane) to give a bright yellow solids.
Workup
- customThe volatiles were removed via rotovapor
- customthe residue was purified via flash column chromatography (330 g of silica gel, 0-50% EtOAc/Hexane)
- customto give a bright yellow solids
Sources & evidence
- ORD record
- ord-a39e1a0a3e1d4e6c8e94d8d32084d7e0
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08779144B2
Reaction notes
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