Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | HCID 22993353 | HCID 22993353 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Product | HCID 22993341 | HCID 22993341 | — |
Reaction Steps
The compound obtained in Step C (1.5 g; 6.22 mmol) is suspended in 25 ml of water (4 ml/1 mmol). Potassium hydrogen carbonate (10 eq.; 62.2 mmol; 5.22 g), tetrabutylammonium bromide (0.05 eq.; 0.31 mmol; 100 mg) and bromoacetonitrile (8 eq.; 49.7 mmol; 3.46 ml) are then added. The mixture is stirred vigorously at 70° C. for 16 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 solid.
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-8cdb001a34634d3aa1e39af1ae29f9d4 |
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| Source note | uspto-grants-2003_09 |
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