HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Dimethyl 1,4-cyclohexanedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Dimethyl cyclohex-1-ene-1,4-dicarboxylate | HCID 13633969 | — |
| Reactant | Dimethyl cyclohex-2-ene-1,4-dicarboxylate | HCID 59071935 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Dimethyl 1,4-cyclohexanedicarboxylate | HCID 7198 | — |
Reaction Steps
A solution of dimethyl cyclohex-2-ene-1,4-dicarboxylate and dimethyl cyclohex-1-ene-1,4-dicarboxylate is hydrogenated under balloon pressure at room temperature over Pd/C catalyst. If methylene chloride is used as the solvent, primarily the 2-ene tautomer is reduced, whereas most of the 1-ene tautomer remains unreacted. If ethanol is used as the solvent both tautomers are reduced.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367858B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-29216c5567ad49a0b8cef5dab1ad8491 |
| Source note | uspto-grants-2013_02 |