HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Difluorobenzaldehyde → HCID 89650467, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Difluorobenzaldehyde | HCID 73770 | — |
| Reactant | tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate | HCID 1514399 | — |
| Reactant | HCID 178418922 | HCID 178418922 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 89650467 | HCID 89650467 | 18.3% |
Reaction Steps
tBuOK (434 mg; 3.87 mmol; 1.1 eq.) was added to a solution of 2,4-difluoro-benzaldehyde (500 mg; 3.52 mmol; 1 eq.) and (S)-3-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (779 mg; 3.87 mmol; 1.1 eq.) in 1,4-dioxane (3 mL) and reaction mixture was stirred at room temperature for 15 minutes. The solution was diluted with water and extracted with DCM. The organic layer was dried over magnesium sulfate and concentrated in vacuo. Purification by column chromatography (heptanes/EA) afforded the title compound (208 mg, 18%) as white solid. HPLC (max plot) 92.8%; Rt 4.46 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403835B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-f4d5aa20bbc24c808258d72e5ca94bcb |
| Source note | uspto-grants-2016_08 |