Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 90060203 | HCID 90060203 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90060275 | HCID 90060275 | 57% |
Reaction Steps
No. 5233427 (14.4 mg, 0.022 mmol) was dissolved in methanol (1.0 mL), and the solution was cooled to 0° C. in an ice bath. Sodium tetrahydroborate (5 mg, 0.13 mmol) was added, and the mixture was stirred for 3 hours. The progress of the reaction was stopped by adding water, and the mixture was diluted in ethyl acetate. An aqueous solution of 0.5 M citric acid was added and the mixture was separated. The separated organic layer was washed with water and a saturated brine in order, dried over anhydrous sodium sulfate, and then filtered. The filtrate was concentrated. The residue was purified by diol thin layer chromatography (dichloromethane:methanol=50 50) to obtain the target compound at a yield of 57%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266853B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-104afe985a2d46e3bbc00c6c1e5f54cb |
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| Source note | uspto-grants-2016_02 |
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