HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 53984372, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | HCID 86738926 | HCID 86738926 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53984372 | HCID 53984372 | 85.3% |
Reaction Steps
To a mixture of 1.5 g (5.18 mmol) 4-methoxymorphinen-6-one.1 H2O, 1.3 g (9.41 mmol) anhydrous K2CO3 and 10 ml dry DMF were added dropwise a solution of 0.29 ml (5.31 mmol) cyclopropanecarboxylic acid chloride in 5 ml dry DMF during 10 min. at room temperature. This mixture was stirred at room temperature for 1 h, then poured on 50 ml ice water and extracted with ether. The organic layer was extracted with 2 N HCl, water and brine, dried and evaporated to give an oil, which was crystallized with ether/n-hexane. To 1.5 g (85%) N-cyclopropylcarbonyl-4-methoxymorphinan-6-one, m.p. 144°-147°, [α]D26 -210.0° (c 1.04, CHCl3), were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04388463 |
| Source dataset | uspto-grants-1983_06 |
| ORD ID | ord-af00b1ba26644718a95bb9e8653424f0 |
| Source note | uspto-grants-1983_06 |