HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → 6-ethoxy-1-ethyl-1H-indole-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-hydroxy-1-ethyl-1H-indole-3-carbonitrile | HCID 59425060 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 6-ethoxy-1-ethyl-1H-indole-3-carbonitrile | HCID 11593725 | 102% |
Reaction Steps
To a solution 6-hydoxy-1-ethyl-1H-indole-3-carbonitrile (80 mg, 0.43 mmol) in 5 mL of methyl ethyl ketone is added anhydrous K2CO3 (71 mg, 0.52 mmol) and iodoethane (0.05 mL, 0.60 mmol). After stirring overnight at reflux, the reaction mixture is cooled, diluted with H2O and extracted with EtOAc (3×). The combined organic phases are dried and concentrated. Flash chromatography (CH2Cl2) gives 94 mg (100%) of 6-ethoxy-1-ethyl-1H-indole-3-carbonitrile as a white wax.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868037B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-b8847e80b5444b75b1dcf83bd44fb5f9 |
| Source note | uspto-grants-2011_01 |