Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | (+-)-Methionine | HCID 876 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Oxycodone | HCID 5284603 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | Oxymorphone | HCID 5284604 | — |
Reaction Steps
30 kg of DL-Methionine was added to a solution of methane sulphonic acid (390 kg) maintained at 15-20° C. and stirred for 30 minutes. To this solution, 4,5α-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one (40 kg) was added at 20° C. and the reaction mass was heated to 50-55° C. the reaction mixture was maintained at 50-55° C. for 12.0 hrs. After reaction completion, it was quenched in a mixture of methanol (400 L) and water (800 L) and the pH of the resultant solution was adjusted to 9-9.2 with aqueous ammonia at below 20° C. The product was extracted with methylene dichloride and concentrated to obtain the product which was isolated with cyclohexane. Yield: 33.4 kg
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546572B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-7a59f33a2d6740b1b3b227357dfd6211 |
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| Source note | uspto-grants-2013_10 |
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