HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 54303311, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | 4-Bromobenzoic acid | HCID 11464 | — |
| Reactant | HCID 54300281 | HCID 54300281 | — |
| Catalyst | Tri-o-tolylphosphine | HCID 80271 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54303311 | HCID 54303311 | 92% |
Reaction Steps
The ethyl 4-chloroformylcinnamate can be prepared as follows: 10.05 g (50 mmols) of 4-bromobenzoic acid, 6.25 g (62.5 mmols) of ethyl acrylate, 12.6 g (125 mmols) of triethylamine, 0.1122 g (0.5 mmol) of palladium acetate and 0.608 g (2 mmols) of tri-o-tolylphosphine in 20 ml of toluene are boiled under reflux for 1.5 hours. The reaction mixture is extracted by shaking with 200 ml of 2N hydrochloric acid, and the crude product is filtered off and recrystallised from toluene. 10.1 g (92% of theory) of ethyl 4-carboxycinnamate are obtained in the form of white crystals; melting point 196°-197° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04918215 |
| Source dataset | uspto-grants-1990_04 |
| ORD ID | ord-bec24f6fe8ae44d0aad980ffcf4437fe |
| Source note | uspto-grants-1990_04 |