Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 67059738 | HCID 67059738 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67059776 | HCID 67059776 | 19.2% |
Reaction Steps
To a solution of the compound of Example 4 (10 mg) in dichloromethane (350 μL, manufactured by Kanto Chemical Co., Inc.), acetic acid (10 μL, manufactured by Wako Pure Chemical Industries, Ltd.), benzaldehyde (4 mg, manufactured by Nacalai Tesque, Inc.) and sodium triacetoxyborohydride (17.7 mg, manufactured by Sigma-Aldrich Corp.) were added, and the mixture was stirred overnight at room temperature. Water (1 mL) was added to the reaction solution, and the mixture was extracted with ethyl acetate (3×2 mL), washed with brine (10 mL), and dried (MgSO4). The solvent was then evaporated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1), to give 2.4 mg of the title compound. LC-MS: HPLC retention time 5.83 minutes, m/z 519 (M+H), condition B-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07994202B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-f92ca3efcc104d6693600249a0c21276 |
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| Source note | uspto-grants-2011_08 |
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