HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanone → 4-(1H-Indol-5-yl)-1-methylpiperidin-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Pentane | HCID 8003 | — |
| Reactant | 5-Bromoindole | HCID 24905 | — |
| Reactant | 1-(1H-Indol-5-yl)cyclohexanol | HCID 18534781 | — |
| Reactant | HCID 178418306 | HCID 178418306 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(1H-Indol-5-yl)-1-methylpiperidin-4-ol | HCID 18534779 | — |
Reaction Steps
1-(1H-Indol-5-yl)cyclohexanol (1.95g 35%): from 5-bromo-1H-indole (5 g, 25.5 mmol) with KH (1.127 g, 28.1 mmol) in THF at −10° C., then treated with 1.7 M t-BuLi in pentane (37.5 mL, 63.8 mmol) and cyclohexanone (5.68 mL, 54.8 mmol) at −78° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562809B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-f738aec1916a4626be2d364e3d12118e |
| Source note | uspto-grants-2003_05 |