Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86681720 | HCID 86681720 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86681721 | HCID 86681721 | 96% |
Reaction Steps
To a solution of benzyl 2-(5-(methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate (0.700 g, 1.802 mmol) in acetonitrile (20 ml), K2CO3 (0.498 g, 3.605 mmol) and 2-bromoethanol (0.509 ml, 7.21 mmol) were further added. The mixture was heated under MW irradiation at 110° C. for 2 hours. 2-Bromoethanol (0.272 ml, 3.734 mmol) and K2CO3 (0.268 g, 1.931 mmol) were added, and the reaction was heated under MW irradiation at 110° C. for additional 3 hours. The mixture was then diluted with acetonitrile, the insoluble inorganic salts were filtered off and the filtrate was evaporated to dryness. The crude was purified by trituration with Et2O affording benzyl 2-(5-(N-(2-hydroxyethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate (0.746 g, 1.725 mmol, 96% yield, MS/ESI+ 432.9 [MH]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09024027B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-28f38b7dd29c4b42bfe77863c910e7a5 |
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| Source note | uspto-grants-2015_05 |
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