HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethyl tosylate → 5-Methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1-phenethyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethyl tosylate | HCID 20522 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium hydride | HCID 82127 | — |
| Reactant | 5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indole | HCID 17980098 | — |
| Product | 5-Methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1-phenethyl-1H-indole | HCID 69435151 | 15% |
Reaction Steps
By a method similar to Preparation 26, using 5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indole (5.81 mmol, 1.50 g), 35% potassium hydride (5.81 mmol, 0.665 g), toluene-4-sulfonic acid phenethyl ester (5.81 mmole, 1.60 g), additional 18-crown-6 (5.22 mmol,1.38 g) and additional toluene-4-sulfonic acid phenethyl ester (2.90 mmole, 0.802 g) were added to afford 0.31 g (15%) of the title compound: mass spectrum (ion spray): m/z=363 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230011B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-e408eb65c2814b97ad9e3bd205567392 |
| Source note | uspto-grants-2007_06 |