HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Butyl 3-oxocyclobutane-1-sulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Butyl 3-hydroxycyclobutane-1-sulfonate | HCID 86656333 | — |
| Reactant | HCID 178526120 | HCID 178526120 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | Butyl 3-oxocyclobutane-1-sulfonate | HCID 58380588 | 58% |
Reaction Steps
Pyridinium chloro chromate (10.3 g, 48.07 mmol) was added to a cooled solution of butyl 3-hydroxycyclobutane-1-sulfonate (5 g, 24.03 mmol) in dry DCM (50 mL) at 0° C. The resulting reaction mixture was stirred at room temperature overnight. The reaction was monitored by TLC (40% ethyl acetate in hexane). The reaction mixture was diluted with DCM, filtered and the filtrate was concentrated to afford the crude product. Purification by column chromatography on silica gel (15% ethyl acetate in hexane) afforded 2.8 g of the product (58% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466289B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-96f4d10f457a4a418fd500b639a81a1b |
| Source note | uspto-grants-2013_06 |