HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Acrylate → 4-Acetylbutyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | Ethyl levulinate | HCID 10883 | — |
| Reactant | Bromine | HCID 24408 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-Acetylbutyric acid | HCID 18407 | — |
Reaction Steps
Appropriate α-bromoketone 21b was prepared by bromination of ethyl 4-oxopentanoate by bromine in acetic acid. α-bromoketone 21c was prepared according to literature (Lugtenburg J. et. al., Eur. J. Org. Chem. 2002, 189-2202) from ethyl acetoacetate and methyl acrylate in 1,4-addition reaction and subsequent decarboxylation under acidic conditions to give 5-oxohexanoic acid. Esterification and bromination gave α-bromoketone 21c (methyl 6-bromo-5-oxohexanoic acid) in 4 step procedure. α-Chloroketone 21a
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428447B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-482773f858684b28888d48e7f57327fa |
| Source note | uspto-grants-2016_08 |