HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → (3-hydroxyazetidin-1-yl)(phenyl)Methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Hydroxyazetidine hydrochloride | HCID 2759290 | — |
| Solvent | Water | HCID 962 | — |
| Product | (3-hydroxyazetidin-1-yl)(phenyl)Methanone | HCID 20352194 | 78.1% |
Reaction Steps
To a mixture of azetidin-3-ol hydrochloride (200 mg), saturated aqueous sodium hydrogen carbonate solution (2 mL) and THF (2 mL) was added benzoylchloride (132 mg) under ice-cooling. The reaction mixture was stirred at room temperature for 3 days, water was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (130 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150588B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-a5d1bd322343430cb13a41200e0c7f5c |
| Source note | uspto-grants-2015_10 |