HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl cyclohexanoate → HCID 23157133, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl cyclohexanoate | HCID 18686 | — |
| Reactant | Propargylamine | HCID 239041 | — |
| Catalyst | Sodium tetrachloroaurate dihydrate | HCID 18949434 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 23157133 | HCID 23157133 | — |
Reaction Steps
At 60° C., ethanol (250 mL) solution of 500 g of ethyl 4-cyclohexanecarboxylate is added to ethanol (2.5 L) solution of 376 mL of propargylamine and 29.2 g of sodium tetrachloroaurate(III) dihydrate, and stirred overnight with reflux. The insoluble solid substance was removed through filtration through Celite, and the solvent was evaporated off under reduced pressure. The residue was separated and purified through silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain 555 g of ethyl 5,6,7,8-tetrahydroquinoline-6-carboxylate as a brown oily substance. The compound contained impurities.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855294B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-a40a67b9dcb0485d9e742f887b3cc8c8 |
| Source note | uspto-grants-2010_12 |