HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) → 4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) | HCID 6639 | — |
| Reactant | 2-[(1H-indol-4-yl)-ethenyl]-phenol | HCID 54141386 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole | HCID 54235698 | 39.5% |
Reaction Steps
4 g of 2-[(1H-indol-4-yl)-ethenyl]-phenol obtained in Step A of Example 1 in 100 ml of 2N sodium hydroxide after having added 6 g of 2-chloroethanol tosylate were heated for 6 hours at reflux and the mixture was left for 16 hours at ambient temperature, then diluted with water and extracted with ethyl acetate. After eliminating the solvent under reduced pressure and chromatography on silica (eluent: benzene), 2 g of 4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole (trans E) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04650811 |
| Source dataset | uspto-grants-1987_03 |
| ORD ID | ord-f69f9a797ebb4410b183cea7efe2b7f4 |
| Source note | uspto-grants-1987_03 |