Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzamide | HCID 2331 | — |
| Reactant | 4-(Bromoacetyl)benzonitrile | HCID 98654 | — |
| Product | HCID 58119309 | HCID 58119309 | 66% |
Reaction Steps
The mixture of the 2-bromo-1-(4-cyanophenyl)ethanone (4 g, 17.85 mmol) and benzamide (5.41 g, 44.6 mmol) was heated to 135° C. for 3 hours. Then the reaction mixture was cooled, and partitioned between diethyl ether and water. The aqueous layer was extracted with ether twice, and the combined organic layers were washed with 1N NaOH, 1N HCl, water, and brine, dried over MgSO4. After concentration, the solid residue was dissolved in CHCl3. The insoluable solid was filtered through a frits funnel and discarded. The CHCl3 solution was filtered through a pad of silica and evaporate to dryness to give 2.9 g (66% yield) of 4-(2-phenyl-1,3-oxazol-4-yl)benzonitrile. LCMS: m/z 247.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045467B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-a2995ce09eb24ec48d5f6eddbba38e62 |
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| Source note | uspto-grants-2015_06 |
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