HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxycodone → Oxycodone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxycodone | HCID 5284603 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Oxycodone | HCID 5284603 | — |
| Product | (4R,4aS,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one | HCID 5359420 | — |
Reaction Steps
To a 50 mL flask was charged 3.986 g (12.64 mmoles) of low ABUK oxycodone base prepared by combining the sample from Examples 8 and 8A (purified via hydrogenation) (composite: 2 ppm 8α,14-dihydroxy-7,8-dihydrocodeinone, 35 ppm 8α,14-dihydroxy-7,8-dihydrocodeinone, 1.06A % 6-oxycodol, 98.42A % pure by HPLC) and 24 mL of denatured ethanol (SDA3A). The mixture (slurry) was heated to reflux for 1.5 h, cooled to RT, and then 0-5° C. Solid was isolated by filtration, rinsed and dried. 3.307 g of purified low ABUK oxycodone base was obtained (2.7 ppm 14-hydroxycodeinone, undetected 8α,14-dihydroxy-7,8-dihydrocodeinone by LC/MS, 11 ppm 8β,14-dihydroxy-7,8-dihydrocodeinone by LC/MS, 0.21 HPLC A % 6-oxycodol; 99.71A % pure by HPLC).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08703950B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-a5bcbe5e9d3f466bbfe09108e1737987 |
| Source note | uspto-grants-2014_04 |