p-Toluenesulfonic acid monohydrate → HCID 21982219, compound

HRID 10885Notes

Reaction equation

HRID 10885 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:25])[N:5]([CH2:12][CH:13]([C:19]1([CH3:24])OCC[O:20]1)[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:6]2=[O:11].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:25])[N:5]([CH2:12][CH:13]([C:19](=[O:20])[CH3:24])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:6]2=[O:11]

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 21982243Ethyl 3-(4-fluoro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate

Product 1

HCID 21982219HCID 21982219, compound

Procedure

Ethyl 2-(4-fluoro-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate was prepared (46 mg, 19%) in the same manner as described in the above example 6 (20) from ethyl 3-(4-fluoro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (0.23 g, 0.67 mmol) and p-toluenesulfonic acid monohydrate (25 mg), and the obtained product was identified with the following NMR data.

Sources & evidence

ORD record
ord-e27e690a4aec466f94ab3a1ad3f915b3
Source dataset
uspto-grants-2006_08
Patent number
US07094908B2

Reaction notes

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