HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3,4-Dimethyl-cyclohex-3-enecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acrylic Acid | HCID 6581 | — |
| Reactant | 2,3-Dimethyl-1,3-butadiene | HCID 10566 | — |
| Reactant | (2-Bromophenyl)boronic acid | HCID 2773294 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3,4-Dimethyl-cyclohex-3-enecarboxylic acid | HCID 11457803 | 76% |
Reaction Steps
2,3-Dimethylbuta-1,3-diene (2 equiv.) and acrylic acid (1 equiv.) were combined in the presence of 2-bromophenyl boronic acid (0.2 equiv.) and water (0.1 equiv.) in DCM at room temperature for 28 hours. The product, 3,4-dimethylcyclohex-3-enecarboxylic acid, was isolated in 76% yield. When the reaction was repeated without the addition of water, the yield was 90%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822720B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-83cc71921fff41288cdf45226d2ff84a |
| Source note | uspto-grants-2014_09 |