Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Venlafaxine | HCID 5656 | — |
| Reactant | Sodium benzenethiol | HCID 66586497 | — |
| Solvent | Water | HCID 962 | — |
| Product | Desvenlafaxine | HCID 125017 | — |
Reaction Steps
Venlafaxine (5.6 g) and benzenethiol sodium salt (6.9 g) are charged to PEG 400 (25 g). The reaction mixture is heated to 160° C. for 5 hours. Then the temperature is lowered and water is added (60 g). The pH is adjusted to 3.5 with H3PO4. The organic by-products are removed by extraction with heptanes (25 g). The pH of the aqueous layer is then adjusted to 9.5 with aqueous ammonia. The precipitate is collected by suction filtration, re-slurried in water (100 g), isolated by suction filtration and dried in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07291347B2 |
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| Source dataset | uspto-grants-2007_11 |
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| ORD ID | ord-10eaa5d9e3634b99b1b971703ffae6cf |
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| Source note | uspto-grants-2007_11 |
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