Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 86684127 | HCID 86684127 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86684128 | HCID 86684128 | 99.1% |
Reaction Steps
A mixture of 106b (210 mg, 0.52 mmol), formaldehyde (150 mg, 5 mmol), and NaBH3CN (220 mg, 3.5 mmol) in methanol (8 mL) was stirred at 20° C. for 3 hours. The solid was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by column-chromatography eluting with CH2Cl2/methanol (20:1) to afford 106c (200 mg, 90%). MS: [M+H]+ 388.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722676B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-403d5efa70f04b0094caa490a6d5247a |
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| Source note | uspto-grants-2014_05 |
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