Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenylacetic Acid | HCID 999 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methoxybenzaldehyde | HCID 11569 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 69891053 | HCID 69891053 | 64% |
Reaction Steps
A mixture of m-anisaldehyde (29.37 g, 21.57 mmol) and phenylacetic acid (29.37 g, 21.57 mmol) in acetic anhydride (200 mL) was stirred with triethylamine (30 mL). The reaction mixture was heated at reflux for 4 hours, then cooled to 80-90° C., then water (500 mL) was added slowly. An oil separated, which upon stirring and cooling produced a light orange solid. The solid was filtered, washed with water and dried to afford the desired product (35 g, 64% yield). NMR was consistent with the structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06833366B1 |
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| Source dataset | uspto-grants-2004_12 |
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| ORD ID | ord-c2ab9e4145324c85b09d35005c7a2e97 |
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| Source note | uspto-grants-2004_12 |
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