Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 178511715 | HCID 178511715 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11117199 | HCID 11117199 | 98% |
Reaction Steps
Combine trans-4-amino-cyclohexanol (2.0 g, 17.4 mmol) in methanol (75 mL) in a sealed tube then add benzaldehyde (1.85 mL, 18.23 mmol). Heat the reaction mixture at 70° C. while stirring for 2 h. Then let the reaction cool down and add sodium borohydride (2.46 g, 65.1 mmol) in portions. Stir overnight. Evaporate the solvent till ⅓ of the original volume. Partition the reaction mixture between EtOAc (50 mL) and water (40 mL). Reextract the aqueous layer with EtOAc (20 mL). Combine the organic layers and dry over sodium sulfate. Filter and concentrate to provide the title compound (3.5 g) that will be use directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07196100B2 |
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| Source dataset | uspto-grants-2007_03 |
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| ORD ID | ord-3bcc0ed927f4456ba2f767636ba5f884 |
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| Source note | uspto-grants-2007_03 |
|---|