HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 40630402, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexanecarboxaldehyde | HCID 16275 | — |
| Reactant | ((S)-piperidin-3-yl)methanol | HCID 853002 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 40630402 | HCID 40630402 | 59.9% |
Reaction Steps
To a solution of 900 mg of (3S)-3-piperidylmethanol in 60 ml of tetrahydrofuran, 1.05 g of cyclohexanecarbaldehyde, 0.54 ml of acetic acid and 2.5 g of sodium triacetoxyborohydride were successively added at room temperature by the order stated, followed by 21 hours' stirring at the same temperature. The reaction liquid was rendered acidic with 1N hydrochloric acid and washed with chloroform. The aqueous layer was rendered basic with 4N aqueous sodium hydroxide solution, followed by extraction with chloroform and drying over anhydrous sodium sulfate. Distilling the solvent off under reduced pressure, 990 mg of the title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809108B1 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-fbe51063b27a459b989017cbd8676928 |
| Source note | uspto-grants-2004_10 |