HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (r)-5,5-Dimethyl-3-((tetrahydrofuran-2-yl)methyl)oxazolidin-2-imine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Isobutylene oxide | HCID 11208 | — |
| Reactant | (R)-tetrahydrofuran-2-ylmethyl-cyanamide | HCID 55288151 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | (r)-5,5-Dimethyl-3-((tetrahydrofuran-2-yl)methyl)oxazolidin-2-imine | HCID 66643195 | — |
Reaction Steps
A mixture of Example 32A (0.6 g, 4.9 mmol), cesium carbonate (1.6 g, 4.9 mmol) and 2,2-dimethyloxirane (0.35 g, 4.9 mmol, Alfa-aesar) in 1,2-dimethoxyethane (20 mL) was heated to 80° C. overnight. The mixture was poured into water, and extracted with ethyl acetate (2×20 mL). The combined organic extracts were dried over Na2SO4, filtered, concentrated under reduced pressure to afford the title compound. LCMS (APCI+) m/z 198 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859596B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-bf292abbcb3f4341ae4adb25ea40f9af |
| Source note | uspto-grants-2014_10 |