HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1,1-Bis(phenylmethyl)-hexahydro-3H-oxazolo[3,4-a]pyrazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1,1-dimethylethyl 1,1-bis(phenylmethyl)-tetrahydro-3-oxo-3H-oxazolo[3,4-a]pyrazine-7(1H)-carboxylate | HCID 23121862 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1,1-Bis(phenylmethyl)-hexahydro-3H-oxazolo[3,4-a]pyrazin-3-one | HCID 23121973 | 85% |
Reaction Steps
To a solution of 1,1-dimethylethyl 1,1-bis(phenylmethyl)-tetrahydro-3-oxo-3H-oxazolo[3,4-a]pyrazine-7(1H)-carboxylate (1.3 g, 3.2 mmol) in dichloromethane (15 mL) was added trifluoroacetic acid (4 mL), and the mixture was stirred at room temperature for 4 hours. The reaction solution was concentrated and extracted with ethyl acetate. The extract was washed with a 0.5 M aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. To the residue was added diethyl ether, the resulting crystals were collected by filtration and washed with diethyl ether to obtain the title compound (0.86 g, yield 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795267B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-0481b4f0a1554584bf4f9f3aecc9ff91 |
| Source note | uspto-grants-2010_09 |