Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | N-(2-phenylethyl)acetamide | HCID 70143 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Nitrobenzene | HCID 7416 | — |
| Product | HCID 22445845 | HCID 22445845 | 34.3% |
Reaction Steps
N-(2-Phenylethyl)acetamide (49.01 mmol, 8.00 g) was introduced into nitrobenzene (40 ml). Benzoyl chloride (54.07 mmol, 7.60 g) was added thereto and then, at room temperature, aluminum tri-chloride (73.52 mmol, 9.80 g) was introduced in portions. The mixture was then heated at 50° C. for 8 h. The reaction mixture was poured into a mixture of ice and concentrated hydrochloric acid, and nitrobenzene was removed by steam distillation. The aqueous residue was extracted with ethyl acetate. The residue after concentration of the organic phase was chromatographed on silica gel (mobile phase dichloromethane/methanol (3% by volume)), resulting in 4.5 g of the title compound as orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07465744B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-cbb5fc12478c4562bac866e9c577c191 |
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| Source note | uspto-grants-2008_12 |
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