HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Carbonate → (+/-)-3-(1-Methyl-4-piperidyl)-5-(2-oxo-1,3-oxazolidin-4-ylmethyl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Carbonate | HCID 7766 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (+/-)-3-[3-(1-Methyl-4-piperidyl)-1H-indol-5-yl]-2-amino-1-propanol | HCID 15233280 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (+/-)-3-(1-Methyl-4-piperidyl)-5-(2-oxo-1,3-oxazolidin-4-ylmethyl)-1H-indole | HCID 15233271 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
A mixture of the product from step (g) (1.6 g), diethyl carbonate (0.73 ml) and potassium carbonate (0.08 g) was heated at 130° C. for 5 hours. The mixture was cooled, taken up in methanol and the insoluble potassium carbonate filtered off. The filtrate was evaporated in vacuo and the residue eluted through a silica colum using DCM/EtOH/NH4OH (30:8:1) as eluant. The eluate was evaporated in vacuo and the residue recrystallised from isopropanol/ether to give the desired product as a colourless crystalline solid (1.1 g), mp 191°-192° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05399574 |
| Source dataset | uspto-grants-1995_03 |
| ORD ID | ord-6f4ab37268b04dab961c3cae6813d593 |
| Source note | uspto-grants-1995_03 |