HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59396683, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Oxaspiro[2.5]octane | HCID 9100 | — |
| Reactant | HCID 59396477 | HCID 59396477 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59396683 | HCID 59396683 | 74.7% |
Reaction Steps
2-{[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]amino}ethanol (342 mg) was dissolved in EtOH (5 mL). 1-oxaspiro[2.5]octane (363 mg) and water (5 mL) were added thereto, followed by stirring under heating at reflux for 2 days. The solvent was evaporated and water was added to the reaction liquid, followed by extraction with chloroform. The extract was washed with saturated brine, and then dried over magnesium sulfate. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography (chloroform-MeOH) to obtain 1-({[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl](2-hydroxyethyl)amino}methyl)cyclohexanol (346 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263607B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-1caffac058e84b06a0020f3d7a6c6a3a |
| Source note | uspto-grants-2012_09 |