p-Toluenesulfonic acid monohydrate → Methyl 2-(4-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate
Reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[O:26])[N:7]([CH2:14][CH:15]([C:20]1([CH3:25])OCC[O:21]1)[C:16]([O:18][CH3:19])=[O:17])[C:8]2=[O:13])([O-:3])=[O:2].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[O:26])[N:7]([CH2:14][CH:15]([C:20](=[O:21])[CH3:25])[C:16]([O:18][CH3:19])=[O:17])[C:8]2=[O:13])([O-:3])=[O:2]Participants
3
Procedure
Methyl 2-(4-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate was prepared in the same manner as described in the above example 6 (1) from methyl 3-(4-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (0.24 g, 0.67 mmol) and p-toluenesulfonic acid monohydrate (51 mg), and the obtained product was identified with the following NMR data.
Sources & evidence
- ORD record
- ord-1357119f269043dbbf41f649f1824da3
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07094908B2
Reaction notes
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