HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl diazoacetate → HCID 90460711, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | 5,6-dichloro-1H-indole | HCID 10487776 | — |
| Catalyst | copper(II) trifluoromethanesulfonate | HCID 2734996 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 90460711 | HCID 90460711 | 8.2% |
Reaction Steps
To a mixture of 5,6-dichloro-1H-indole (1.0 g, 5.37 mmol), Cu(OTf)2 (194 mg, 0.537 mmol) in DCM (15 mL) at RT, ethyl 2-diazoacetate (918 mg, 8.05 mmol) was added dropwise. The resulting mixture was stirred at RT for 16 h, quenched with water, and then extracted dichloromethane. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by Prep-HPLC to afford the desired product (120 mg, 8.2% yield) as light yellow solid. ESI-MS m/z: 272.1[M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227978B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-c5396f372b9e450bb668e57b1ee9d9f7 |
| Source note | uspto-grants-2016_01 |