p-Toluenesulfonic acid monohydrate → HCID 21982211, compound

HRID 10888

Reaction equation

HRID 10888 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[N:8]([CH2:14][CH:15]([C:21]1([CH3:26])OCC[O:22]1)[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:7]2=[O:27])([O-:3])=[O:2].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[N:8]([CH2:14][CH:15]([C:21](=[O:22])[CH3:26])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:7]2=[O:27])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 21982200Ethyl 3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate

Product 1

HCID 21982211HCID 21982211, compound

Procedure

Ethyl 2-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate was prepared (263 mg, 27%) in the same manner as described in the above example 6 (20) from ethyl 3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (1.11 g, 2.96 mmol) and p-toluenesulfonic acid monohydrate (100 mg), and the obtained product was identified with the following NMR data.

Sources & evidence

ORD record
ord-2b107b3ced8345309a9cc9320ba9b752
Source dataset
uspto-grants-2006_08
Patent number
US07094908B2

Linked notes

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