HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → 3-(2-oxocyclododecyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Beta-Propiolactone | HCID 2365 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclododecanecarboxylic acid, 2-oxo-, ethyl ester | HCID 4463978 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 3-(2-oxocyclododecyl)propanoic acid | HCID 2775083 | — |
Reaction Steps
The inventors have established a more effective method for producing β-(2-oxocyclododecyl)propionic acid by the following steps: reacting cyclododecanone with diethyl carbonate to give carbethoxycyclododecanone, reacting the carboethoxycyclododecanone with β-propiolactone in a solvent having no alkoxy group, such as benzene, toluene and ethyl ether in the presence of sodium hydride, hydrolyzing the resulting product, and then decarboxylating to give β-(2-oxocyclododecyl)propionic acid in high yield (79% based on the starting cyclododecanone theoretically).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04005107 |
| Source dataset | uspto-grants-1977_01 |
| ORD ID | ord-4e86e0d1149641c5adc5946b1cf76a01 |
| Source note | uspto-grants-1977_01 |