Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | HCID 22993356 | HCID 22993356 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22993355 | HCID 22993355 | — |
Reaction Steps
The compound obtained in Step B (480 mg; 1.99 mmol) is suspended in 8 ml of water (4 ml/l mmol). Potassium hydrogen carbonate (10 eq.; 19.89 mmol; 1.657 g), tetrabutylammonium bromide (1 eq.; 1.99 mmol; 641 mg) and bromoacetonitrile (8 eq.; 15.91 mmol; 1.11 ml) are then added. The mixture is stirred vigorously at 90° C. for 8 hours. After returning to ambient temperature, the product formed is extracted with dichloromethane. The organic phase is dried over MgSO4, filtered, and then concentrated under reduced pressure. The residue obtained is purified by flash chromatography on silica gel (eluant: PE/AcOEt (8/2)). The title product is obtained in the form of a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06620809B2 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-fe70b06c0392450cb1547cc69920f849 |
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| Source note | uspto-grants-2003_09 |
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