Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 21982277, compound

HRID 10880Notes

Reaction equation

HRID 10880 reaction equation
[O:1]=[C:2]1[C:10]2[CH:9]=[C:8]3[CH:11]=[CH:12][CH:13]=[CH:14][C:7]3=[CH:6][C:5]=2[C:4](=[O:15])[N:3]1[CH2:16][CH:17]([C:22]1([CH3:27])OCC[O:23]1)[C:18]([O:20][CH3:21])=[O:19].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>>[O:1]=[C:2]1[C:10]2[CH:9]=[C:8]3[CH:11]=[CH:12][CH:13]=[CH:14][C:7]3=[CH:6][C:5]=2[C:4](=[O:15])[N:3]1[CH2:16][CH:17]([C:22](=[O:23])[CH3:27])[C:18]([O:20][CH3:21])=[O:19]

Participants

3

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 21982216HCID 21982216, compound

Product 1

HCID 21982277HCID 21982277, compound

Procedure

Methyl 2-(1,3-dioxo-1,3-dihydro-benzo[f]isoindol-2-ylmethyl)-3-oxo-butyrate was prepared (18 mg, 51%) in the same manner as described in the above example 6 (1) from methyl 3-(1,3-dioxo-1,3-dihydro-benzo[f]isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (40 mg, 0.11 mmol) and pyridinium p-toluenesulfonate (5 mg), and the obtained product was identified with the following NMR data.

Sources & evidence

ORD record
ord-3638464869634d608350c500cadf9765
Source dataset
uspto-grants-2006_08
Patent number
US07094908B2

Reaction notes

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