Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 53850736 | HCID 53850736 | — |
| Catalyst | Dichloronickel;hexahydrate | HCID 11791229 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 53803346 | HCID 53803346 | 89% |
Reaction Steps
To a mixture of the compound (4.15 g) obtained in Example 500a, nickel (II) chloride hexahydrate (0.183 g) and methanol (300 ml), sodium borohydride (2.43 g) was added. The reaction mixture was stirred at room temperature for 55 min; thereafter, 2 N HCl was added to render the reaction solution acidic and then a saturated aqueous sodium hydrogencarbonate solution was added to render the reaction solution basic; subsequently, the reaction mixture was concentrated under reduced pressure. To the resulting residue, water was added and the resulting mixture was subjected to extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was recrystallized from ethyl acetate/n-hexane to give the titled compound (yield, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06331553B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-81436030a18946728d1dccd1b3949c9b |
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| Source note | uspto-grants-2001_12 |
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