Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 21474316 | HCID 21474316 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 21474314 | HCID 21474314 | — |
Reaction Steps
26 ml of 37% conc. HCl are poured over 2.65 g of 3-benzyloxy-1-(2-hydroxy-ethyl)-2-[hydroxy-(4-chloro-phenyl)-methyl]-1H-pyridin-4-one and the reaction mixture is heated with stirring at 110° C. for 10 minutes. After cooling, 100 g of ice are added. With stirring and cooling in an ice-bath, the reaction mixture is neutralised with approximately 22 ml of conc. sodium hydroxide solution to a pH of 6.5. 50 ml of ethyl acetate are added and stirring is carried out at room temperature for 4 hours. The resulting product is filtered off and washed with water and ethyl acetate, yielding 2-[(4-chloro-phenyl)-hydroxy-methyl]-3-hydroxy-1-(2-hydroxy-ethyl)-1H-pyridin-4-one. M.p.: 184°-186° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05688815 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-db60e6069a334ab1afc2e65e578aa3a8 |
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| Source note | uspto-grants-1997_11 |
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