HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-[(4-Chlorophenyl){7-[(ethylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione → Ethyl 3-(4-chlorophenyl)-3-{7-[(ethylsulfanyl)methyl]-1H-indol-3-yl}propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-[(4-Chlorophenyl){7-[(ethylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 58392528 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Ethyl 3-(4-chlorophenyl)-3-{7-[(ethylsulfanyl)methyl]-1H-indol-3-yl}propanoate | HCID 58392395 | 93.7% |
Reaction Steps
2 mg (0.03 mmol) of copper powder were added to 1.38 g (3.00 mmol) of the compound from Example 14A in 15 ml of pyridine and 5 ml of ethanol. The reaction mixture was heated under reflux for 1 h. It was concentrated, and the residue was taken up in ethyl acetate, washed with 1N hydrochloric acid, dried over magnesium sulfate, filtered through silica gel and concentrated. 1.13 g of the target compound with a purity of 84% (78% of theory) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-39715f78224d47659c30411ec3ececb7 |
| Source note | uspto-grants-2011_11 |