HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23122033, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,1-Diphenyltetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-one | HCID 23121881 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23122033 | HCID 23122033 | 66% |
Reaction Steps
To a solution of hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one (0.10 g, 0.34 mmol) in tetrahydrofuran (2 mL) were sequentially added diisopropylethylamine (0.6 mL) and phenacyl bromide (0.10 g, 0.51 mmol), and the mixture was stirred at room temperature for 17 hours. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=1:1), hexane was added thereto, and powder was formed to obtain the title compound (92 mg, yield 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795267B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-d19f5c8966134092a4c4d39813aa2339 |
| Source note | uspto-grants-2010_09 |