HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 57467236, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 1-Propanesulfonyl chloride | HCID 66279 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Hydroxyazetidine hydrochloride | HCID 2759290 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57467236 | HCID 57467236 | 36.5% |
Reaction Steps
To a cooled solution (0-5° C.) of azetidin-3-ol hydrochloride (1 g, 9.13 mmol) in 10 ml dichloromethane containing diisopropyl ethyl amine (2,391 ml, 13.69 mmol) was added dropwise a solution of propane-1-sulfonyl chloride (1,126 ml, 10.04 mmol) dissolved in 5 ml dichloromethane over an 1 h period. The mixture was allowed to warm up to room temperature and was stirred over night. Citric acid (10%) was added, extracted with dichloromethane, dried over MgSO4, filtered and the solvent was evaporated to obtain 597 mg of a yellow oil, which was purified by chromatography (yield 470 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563617B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-af45bec8c1244f2398c831694edbd5c6 |
| Source note | uspto-grants-2013_10 |