HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → Tert-butyl (1S)-2-morpholin-4-yl-1-phenylethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl methanesulfonate | HCID 10335849 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl (1S)-2-morpholin-4-yl-1-phenylethylcarbamate | HCID 57444157 | 48% |
Reaction Steps
The mixture of 25 g (0.0792 mol) of (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl methanesulfonate and morpholine (69.37 mL, 0.792 mol) in 250 mL of dry THF under inert atmosphere was refluxed for 8 hours. The reaction was then cooled to room temperature, treated with diethylether and the solid filtered. The solution was evaporated affording the crude as a yellow oil that was purified through silica gel chromatography (eluant hexane/ethylacetate 6/4). 11.59 g of the title product were isolated (48% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08981089B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-f4b09fabc000466db21221dafbdb9b10 |
| Source note | uspto-grants-2015_03 |