p-Toluenesulfonic acid monohydrate → HCID 21982241, compound

HRID 10878Notes

Reaction equation

HRID 10878 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]2[C:3]=1[C:4](=[O:25])[N:5]([CH2:13][CH:14]([C:19]1([CH3:24])OCC[O:20]1)[C:15]([O:17][CH3:18])=[O:16])[C:6]2=[O:12].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[Cl:11][C:8]1[CH:9]=[CH:10][C:2]([Cl:1])=[C:3]2[C:7]=1[C:6](=[O:12])[N:5]([CH2:13][CH:14]([C:19](=[O:20])[CH3:24])[C:15]([O:17][CH3:18])=[O:16])[C:4]2=[O:25]

Participants

3

Procedure

Methyl 2-(4,7-dichloro-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate was prepared (69 mg, 39%) in the same manner as described in the above example 6 (1) from methyl 3-(4,7-dichloro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (0.20 g, 0.52 mmol) and p-toluenesulfonic acid monohydrate (50 mg), and the obtained product was identified with the following NMR data.

Sources & evidence

ORD record
ord-a9a0924a195c42a8b8b44f501e62a87e
Source dataset
uspto-grants-2006_08
Patent number
US07094908B2

Reaction notes

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