Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | HCID 86689663 | HCID 86689663 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86689662 | HCID 86689662 | 28.6% |
Reaction Steps
To boron trifluoride etherate (0.322 mL, 2.5 mmol) was added 2-(4-bromophenyl)-2-oxoethyl 4-(heptyloxy)benzoate (1.0 g, 2.3 mmol) and acetamide (4.91 g, 83.0 mmol) in DCM (10 mL). The reaction mixture was heated to 50° C. then 140° C. for 16 h, DCM was distilled off. The reaction mixture was cooled, diluted with acetonitrile and stirred at RT for 1 h. The precipitate was isolated by filtration to afford 273 mg (23%) of 4-(4-bromophenyl)-2-(4-(heptyloxy)phenyl)oxazole as a brown solid. LCMS-ESI (m/z) calculated for C22H24BrNO2: 414.3. found 414.0 [M+H]+, tR=3.00 min. (Method 4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187522B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-ed22b7e69d9341b6ae1f866ec211ae14 |
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| Source note | uspto-grants-2015_11 |
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