HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 3-[3-(4-methoxybenzoyl)phenyl]prop-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (3-bromophenyl)(4-methoxyphenyl)methanone | HCID 2757031 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl 3-[3-(4-methoxybenzoyl)phenyl]prop-2-enoate | HCID 53737127 | — |
Reaction Steps
A mixture of 3-bromo-4'-methoxybenzophenone (Allen, Schumann, Day and Van Campen, J. Amer. Chem. Soc., 1958, 80, 591) (14.6 g), ethyl acrylate (25.3 g), palladium (II) acetate (100 mg), triphenylphosphine (225 mg) and triethylamine (2.65 g) in acetonitrile (20 mL) was heated in a stainless steel autoclave under a nitrogen atmosphere at 155° for 5 hours. After cooling, water was added and the precipitated solid was recrystallized from methanol to yielded ethyl 3-(4-methoxy benzoyl)cinnamate, m.p. 71°-71.5° (5.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04564685 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-2c420beabda142f79f652803004e53aa |
| Source note | uspto-grants-1986_01 |