HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 22250319, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 1-Chloroethyl chloroformate | HCID 521305 | — |
| Reactant | 3-(benzenesulfonyl)-1-(1-benzylpiperidin-3-yl)indole | HCID 10252130 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 22250319 | HCID 22250319 | 85% |
Reaction Steps
A solution of 1-(1-benzylpiperidin-3-yl)-3-(phenylsulfonyl)-1H-indole (431 mg, 1.00 mmol) in dry 1,2-dichloroethane is treated with 1-chloroethyl chloroformate (0.27 mL, 2.50 mmol), heated at reflux temperature for 2.5 h, cooled and concentrated in vacuo (reconcentrated twice from CH2Cl2). The resulting residue is heated at reflux temperature in methanol for 3 h, cooled and concentrated in vacuo to give an oil. The oil is reconcentrated from ethanol and then from ether to give a tan solid. The solid is triturated with ethanol and filtered. The filtercake is dried under vacuum to afford the title product as an off-white solid, 322 mg (85% yield), mp 254-256° C., identified by HNMR and mass spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589108B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-1610a33c6a64416887a0fc797c208783 |
| Source note | uspto-grants-2009_09 |