Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | HCID 86718261 | HCID 86718261 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86718260 | HCID 86718260 | 96.2% |
Reaction Steps
In 20 ml of ethanol, 970.6 mg of Compound 7a-1 synthesized in Production Example 18 was dissolved. Thereafter, the solution thus obtained was cooled to 0° C. To the solution thus cooled, 249 mg of sodium borohydride and 365 mg of calcium chloride (powder) were added. The resulting mixture was stirred at 0° C. for 2 hours. After the reaction, the reaction was stopped with an aqueous solution of 1 mol/l citric acid. Then, extraction with ethyl acetate was carried out. The organic layer thus extracted was washed with an aqueous solution of sodium hydrogen carbonate and saturated brine and then dried over anhydrous sodium sulfate. The solvent was distilled away, and the residue was then purified by silica gel column chromatography to obtain 845.3 mg of Compound 8a-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278966B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-fa729ba4e3c44e5e96fb764e6c44c662 |
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| Source note | uspto-grants-2016_03 |
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