HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 9884329, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-Bromo-4-phenylbutan-2-one | HCID 12608027 | — |
| Reactant | HCID 19605253 | HCID 19605253 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9884329 | HCID 9884329 | 32.3% |
Reaction Steps
To a cooled (cold water bath) solution of 4-(benzylthio)azetidin-2-one (5.5 g, 28.5 mmol), tetra-n-butylammonium bromide (0.9 g, 2.85 mmol) and 1-bromo-4-phenylbutan-2-one (7.1 g, 31.3 mmol) in dry THF (100 ml) was added freshly powdered potassium hydroxide (1.8 g, 31.3 mmol), and the mixture stirred vigorously for 2 hr at ambient temperature. Water was added and the product extracted into ethyl acetate, dried (MgSO4) and evaporated to an oil. Treatment with ether gave the product as a white crystalline solid (3.12 g, 32%) mp 79-81° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05990102 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-eb49bd26afa942d6a42ec00862c49f68 |
| Source note | uspto-grants-1999_11 |