HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Tert-butyl 2-acetylmorpholine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tert-butyl 2-(methoxy(methyl)carbamoyl)morpholine-4-carboxylate | HCID 57449675 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 2-acetylmorpholine-4-carboxylate | HCID 70990574 | 872.3% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of tert-butyl 2-(methoxy(methyl)carbamoyl)morpholine-4-carboxylate (11 g, 4.0 mmol) in THF (40 mL) was added CH3MgBr (4 mL, 12 mmol) at −78° C. The mixture was stirred at −78° C. for 3 hr. Water (20 mL) was added and the mixture was extracted by ethyl acetate (80 mL*3). The organic layer was washed with brine and dried over sodium sulfate. The crude product was concentrated and purified by column chromatography on silica gel (eluted: petroleum ether/ethyl acetate=10/1) to give tert-butyl 2-acetylmorpholine-4-carboxylate (8 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371331B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-12f4f898b5494ed6b50ae5ed59d47b97 |
| Source note | uspto-grants-2016_06 |