HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 4-[3-[3-[1-(4-isobutylphenyl)hexylamino]benzoyl]indol-1-yl]butyrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl 4-[3-(3-aminobenzoyl)indol-1-yl]butyrate | HCID 10617838 | — |
| Reactant | 1-Bromohexyl-4-isobutylbenzene | HCID 10935364 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 4-[3-[3-[1-(4-isobutylphenyl)hexylamino]benzoyl]indol-1-yl]butyrate | HCID 19024803 | 54.4% |
Reaction Steps
A mixture of ethyl 4-[3-(3-aminobenzoyl)indol-1-yl]-butyrate (176 mg), 1-(1-bromohexyl)-4-isobutylbenzene (233 mg) and diisopropytethylamine (194 mg) in dichloromethane (5 ml) was refluxed for 20 hours. The reaction mixture was poured into a mixture of ethyl acetate and water. The organic layer was separated and washed-with water and brine, dried over magnesium sulfate and evaporated. The residue was chromatographed on silica gel column eluting with a mixture of n-hexane-and ethyl acetate (3:1) to give ethyl 4-[3-[3-[1-(4-isobutylphenyl)hexylamino]benzoyl]-indol-1-yl]butyrate (155 mg) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05312829 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-ad641ed428304790a5c8ce3a230f85c4 |
| Source note | uspto-grants-1994_05 |