HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-Pivaloyl-1,3-dicyclohexyl-O-(N-2-butylideneamino)-isourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 1,3-Dicyclohexyl-O-(N-2-butylideneamino)-isourea | HCID 86664633 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 1-Pivaloyl-1,3-dicyclohexyl-O-(N-2-butylideneamino)-isourea | HCID 86664639 | 72.7% |
Reaction Steps
To a solution of 1,3-dicyclohexyl-O—(N-2-butylideneamino)-isourea (Cmpd. 2) (5.87 g, 20 mmol) and 4-dimethylaminopyridine (60 mg) in dichloromethane (25 ml) and triethylamine (3.1 ml, 22 mmol) is added pivaloyl chloride (2.46 g, 21 mmol). The mixture is stirred 43 h at room temperature, diluted with hexane (200 ml), washed with water (4×20 ml), dried over MgSO4 and evaporated. The residue is chromatographed on silica gel (hexanes-ethyl acetate 4:1) to afford 5.49 g of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09127098B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-02049769c62247699315c7aaab39261b |
| Source note | uspto-grants-2015_09 |