HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 13336364, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Reactant | HCID 20158360 | HCID 20158360 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 13336364 | HCID 13336364 | 174.9% |
| Product | HCID 22289835 | HCID 22289835 | — |
Reaction Steps
Debenzylation is carried out as in Example 48, using N-ethyl-N-[3-(1-benzylpiperidin-4-yl)-propyl]-2-phenylquinoline-4-carboxamide (21 g) in toluene (400 ml), 2,2,2-trichloroethyl chloroformate (9 g), and then a 6N aqueous solution of potassium hydroxide (245 ml) and ethanol (550 ml), as the starting materials. After chromatography of the residue on silica gel using a toluene/diethylamine mixture (9/1) as the eluant, N-ethyl-N-[3-(piperidin-4-yl)-propyl]-2-phenylquinoline-4-carboxamide (10 g) is isolated; this is converted to its methanesulphonate in ethanol by the addition of an ethanolic solution of methanesulphonic acid. The methanesulphonate melts at 164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04684652 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-772e8adb0ac14f1c9eda2ffcd2994bb9 |
| Source note | uspto-grants-1987_08 |