Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | HCID 67376700 | HCID 67376700 | — |
| Product | HCID 67376749 | HCID 67376749 | 18% |
Reaction Steps
140 mg (0.377 mmol) 2-[4-(methoxycarbonyl)phenyl]-2-oxoethyl 4-hexyloxybenzoate and 111 mg (5 eq) acetamide were dissolved in 5 mL xylenes. 10 uL (0.2 eq) boron trifluoride was added and the reaction was stirred at 140° C. for 18 h. Another 50 uL (1.0 eq) boron trifluoride was added and stirring continued for 24 h. The reaction was quenched with saturated sodium bicarbonate solution and extracted with DCM. The combined organic phases were dried and evaporated. Purification of the residue by flash chromatography (100% hexanes to 10% EA/hexanes) yielded 26 mg (0.068 mmol, 18%) of the product. MS: m/z=380.21 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921309B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-19c3e625334c4475a25329b082ed728b |
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| Source note | uspto-grants-2014_12 |
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