Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 18182599 | HCID 18182599 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18182573 | HCID 18182573 | — |
Reaction Steps
To a mixture of zinc cyanide (1.97 g, 17 mmol) and (Ph3P)4Pd (498 mg, 0.4 mmol) is added 3-(2-hydroxy-ethyl)-5-bromo-2,3-dihydro-benzofuran (reference example 14, 1.1 g, 4.3 mmol) in DMF (12 mL). The resulting mixture is heated to 75° C. and stirred at this temperature for 14 hr. The reaction mixture is then allowed to cool then diluted with ethyl acetate, washed with 5% aq. ammonia solution then brine. The organic phase is dried over Mg SO4 then concentrated. The residue is purified by flash chromatography (50% ethyl acetate in hexanes) to give the product (653 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06599918B2 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-8f6dea101f13482a8697f968d20b8da5 |
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| Source note | uspto-grants-2003_07 |
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