HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(Diphenylmethyl)azetidin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1-(Diphenylmethyl)azetidin-3-ol | HCID 330448 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(Diphenylmethyl)azetidin-3-one | HCID 3735558 | 79% |
Reaction Steps
That is, to a solution of 27.27 g of 1-benzhydrylazetan-3-ol dissolved in 225 ml of dimethylsulfoxide was added 135.5 ml of triethylamine, 59.80 g of sulfur trioxide-pyridine complex was added thereto under ice-cooling, and the mixture was stirred at room temperature for 2.5 hours. To the reaction mixture were added water and ethyl acetate, the mixture was stirred and the liquids were separated. The organic layer was washed with a saturated brine, dried and concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=15:1) to obtain 21.35 g of 1-benzhydrylazetidin-3-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492111B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-6d7f96ba112d48acbc35ea0c565441f0 |
| Source note | uspto-grants-2013_07 |