HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-(2', 4'-Dioxo-1'-methyl-cyclohexyl)-benzyl amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-(4'-Ethylenedioxy-1'-methyl-2'-oxocyclohexyl)-phenylacetyl azide | HCID 86750707 | — |
| Product | 2-(2', 4'-Dioxo-1'-methyl-cyclohexyl)-benzyl amine | HCID 67726500 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
The acyl azide 5 is dissolved in dimethylformamide and heated to 100° C. until nitrogen evolution ceases. The solution is cooled and treated with aqueous acetic acid to form 2-(2', 4'-dioxo-1'-methyl-cyclohexyl)-benzyl amine 6. Diethyl ether is added and the solution is washed successively with saturated sodium bicarbonate solution, water, and saturated salt solution and dried over anhydrous sodium sulfate. The solvent is removed by rotoevaporation to yield 1,2,3,4,4a,5,6,10b-octahydro- 10b-methyl-3-phenanthridinone 7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05621104 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-93a7c98bbcbc472580c091492ec5d4fa |
| Source note | uspto-grants-1997_04 |