HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 90427833, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 90427244 | HCID 90427244 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90427833 | HCID 90427833 | 11% |
Reaction Steps
A −20° C. solution of (S)-1-(2-chloroethyl)-3-(1-methoxypropan-2-yl)urea (1.092 g, 5.61 mmol) in THF (25 mL) was treated portion-wise with NaH (60% in mineral oil, 505 mg, 12.62 mmol), allowed to warm to RT and stirred overnight. The mixture was treated with EtOAc, water, then 5% citric acid, the layers separated and the organic layer washed with brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (MeOH/EtOAc) to afford (S)-1-(1-methoxypropan-2-yl)imidazolidin-2-one (95 mg, 11%). MS (ESI) m/z: 159.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133183B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-17051fdfec6d40c48cfd8d807064d1bd |
| Source note | uspto-grants-2015_09 |