HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 90426751, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,4-Difluorocyclohexan-1-amine hydrochloride | HCID 23150669 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90426751 | HCID 90426751 | 66% |
Reaction Steps
A solution of 4,4-difluorocyclohexanamine hydrochloride (0.800 g, 4.66 mmol) in THF (20 mL) was treated with Na2CO3 (0.800 g, 7.55 mmol) followed by 1-chloro-2-isocyanatoethane (0.800 g, 7.58 mmol) and stirred at RT for 2 h. The mixture was cooled to 0° C., treated with NaH (60% in mineral oil, 0.300 g, 7.50 mmol), warmed to RT and stirred for 4 h. The mixture was poured into satd. NH4Cl solution, the layers separated and the aqueous layer extracted with DCM (3×). The combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford 1-(4,4-difluorocyclohexyl)imidazolidin-2-one (624 mg, 66%) as a white solid. MS (ESI) m/z: 205.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133183B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-2ad40bbf21004942aa4b3f5245374114 |
| Source note | uspto-grants-2015_09 |