Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1251459-19-4 | HCID 66678644 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66678168 | HCID 66678168 | 95% |
Reaction Steps
To a solution of ethyl 4-(5-bromo-2,3-difluorophenoxy)butanoate (2.9 g, 9.0 mmol) in anhydrous DMF (30 mL) was added copper(I) cyanide (1.6 g, 18.0 mmol) under nitrogen atmosphere. The resulting mixture was heated to 120° C. for 16 hours. Additional amount of copper(I) cyanide (0.8 g, 9.0 mmol) was added and the reaction mixture was stirred at 120° C. for 24 hours. A second additional amount of copper(I) cyanide (0.8 g, 9.0 mmol) was added. After 24 additional hours at 120° C., the reaction mixture was cooled down and filtered through a pad of Celite, which was rinsed with EtOAc. The organic layer was washed many times with an aqueous solution of NH4OH and brine, dried (MgSO4) and concentrated under vacuum affording the title compound as a beige solid (2.29 g, 95%). HPLC (Method A) Rt 4.73 min (Purity: 84.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815919B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-eab96c39e3294c739001925c13ab71d5 |
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| Source note | uspto-grants-2014_08 |
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