HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-Chloro-2-(3-methoxy-3-oxo-1-propenyl)-benzoate → Methyl 4-chloro-2-(3-methoxy-3-oxopropyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-Chloro-2-(3-methoxy-3-oxo-1-propenyl)-benzoate | HCID 69978143 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 4-chloro-2-(3-methoxy-3-oxopropyl)benzoate | HCID 18424532 | 79.8% |
Reaction Steps
26.1 g of the methyl 4-chloro-2-(3-methoxy-3-oxo-1-propenyl)-benzoate prepared according to Example 1 are taken up in 300 ml of methanol and transferred into an autoclave and then hydrogenated at 30° C. and a hydrogen pressure of 30 bar for 5 h, until the theoretical amount of hydrogen has been taken up. The substance contains the palladium catalyst required for the Heck coupling, so that separate addition of a hydrogenation catalyst can be dispensed with. The pressure is reduced to 1 bar, and insoluble components are then filtered off. Solvent is then removed under reduced pressure until the hydrogenation product precipitates. Recrystallization gives 21 g of methyl 4-chloro-2-(3-methoxy-3-oxo-1-propanyl)-benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06455725B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-045bc2c809c249599cde5dbd30c52389 |
| Source note | uspto-grants-2002_09 |