ChemicalBook CAS DataBase List 2-(2-OXIRANYL-ETHYL)-ISOINDOLE-1,3-DIONE

2-(2-OXIRANYL-ETHYL)-ISOINDOLE-1,3-DIONE synthesis

5synthesis methods

Product Name:2-(2-OXIRANYL-ETHYL)-ISOINDOLE-1,3-DIONE
CAS Number:86506-70-9
Molecular formula:C12H11NO3
Molecular Weight:217.22

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2-(2-OXIRANYL-ETHYL)-ISOINDOLE-1,3-DIONE

86506-70-9
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Yield:86506-70-9 99%

Reaction Conditions:

with 3-chloro-benzenecarboperoxoic acid in chloroform at 20; for 18 h;

Steps:

i.b 2-(2-(oxiran-2-yl)ethyl)isoindoline- 1.3-dione

2-(But-3-en-1-yl)isoindoline-1.3-dione A1 (4.31 g, 21.4 mmol), chloroform (50 mL) and mCPBA (70-75%, 6.34 g, 26 mmol 70%) were stirred at room temperature. After 20 hours the mixture was diluted with 10% w/v aqueous sodium thiosulfate solution (100 mL) and stirred vigorously for five minutes. The mixture was diluted with saturated aqueous sodium bicarbonate (100 mL), the organic layer separated and the aqueous layer extracted with chloroform (2 x 100 mL). The pooled organic extracts were washed with saturated aqueous sodium bicarbonate (100 mL), brine (100 mL), dried over sodium sulfate and concentrated in vacuo to give the title compound as a white solid (4.60 g, 99% yield). LCMS-B: rt 3.43 min; m/z (positive ion) 218.1 [M+H]⁺

References:

WO2016/34675,2016,A1 Location in patent:Page/Page column 64