HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 178453984, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | tert-butyl N-(4-oxocyclohexyl)carbamate | HCID 1512535 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Titanium isopropoxide | HCID 11026 | — |
| Product | HCID 178453984 | HCID 178453984 | — |
Reaction Steps
To a solution of morpholine (4.08 g) and tert-butyl 4-oxocyclohexylcarbamate (10 g) stirred for 24 hours at room temperature in titanium (IV) isopropoxide (27.5 mL), methanol (10 mL) was added followed by careful addition of sodium borohydride (3.55 g). The reaction mixture was quenched with water/NaOH solution, extracted with ether, dried over magnesium sulfate, filtered, and concentrated. The product was separated from the trans isomer and purified by flash chromatography (silica gel, 50%-100% acetone in hexanes) to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034875B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-e788e38049f54f65ae0b20e5a659d256 |
| Source note | uspto-grants-2015_05 |