HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalic Acid → HCID 21268306, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Piperonylamine | HCID 2723901 | — |
| Reactant | 4-(3-chloropropoxy)-1H-indole | HCID 11694169 | — |
| Reactant | HCID 19956046 | HCID 19956046 | — |
| Reactant | 4-Cyclopropylmethoxyindole | HCID 21268294 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 21268306 | HCID 21268306 | — |
Reaction Steps
The title compound was prepared according to Example 99 from 1-chloro-3-(1H-indole-4-oxy)propane and 4-(4-cyclopropylmethoxy-1H-indol-3-yl)piperidine (which was prepared by condensing 4-cyclopropylmethoxyindole with 4-piperidone monohydrate hydrochloride in refluxing methanol with potassium hydroxide, followed by reduction of the unsaturation with palladium on carbon in methanol). The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 57% overall yield as a white foam . FDMS m/e=443 (M+ of free base).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576321 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-524dd8339d1d4c3a876eba20a4e4ce9e |
| Source note | uspto-grants-1996_11 |