HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (2S)-(-)-1-(4-indolyloxy)-3-(4-(4-methylphenyl)piperidin-1-yl)-2-propanol ethanedioate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | 4-(4-Methylphenyl)piperidine | HCID 544751 | — |
| Reactant | 4-(oxiran-2-ylmethoxy)-1H-indole | HCID 605015 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (2S)-(-)-1-(4-indolyloxy)-3-(4-(4-methylphenyl)piperidin-1-yl)-2-propanol ethanedioate | HCID 131719695 | — |
Reaction Steps
The title compound was prepared in similar fashion from S)-(+)-4-(oxiranylmethoxy)-1H-indole and 4-(4-methylphenyl)piperidine. The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 78% overall yield. FDMS m/e=364 (M+ of free base). α[D]589 =-11.77 (c=0.34, methanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05614523 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-4711ba2c28f646abba5f94c708aefe15 |
| Source note | uspto-grants-1997_03 |