HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59361540, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(Adamantan-2-yl)-4,4-dimethyl-1,2-diazetidin-3-one | HCID 67302882 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59361540 | HCID 59361540 | 85.3% |
Reaction Steps
A solution of 2-(adamantan-2-yl)-4,4-dimethyl-1,2-diazetidin-3-one (33.6 mg, 0.140 mmol) prepared in Process 3 of Example 12 in dichloromethane (2 mL) was added sequentially with benzoyl chloride (40.0 mg, 0.280 mmol), triethylamine (56.6 mg, 0.560 mmol), and DMAP (catalyst amount) at room temperature, and the resultant was stirred at the same temperature for 1.5 hours. The reaction solution was added with water and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The obtained residue was purified using Preparative Thin-Layer chromatography (hexane:ethyl acetate=3:1), and the title compound (40.4 mg, 85.3%) was obtained as a white crystalline powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252781B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-7cb2c7de038b4738b14322427b2ebd09 |
| Source note | uspto-grants-2012_08 |