HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22291260, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Fluorobenzonitrile | HCID 14517 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Benzyl-4-(hydroxymethyl)piperidin-4-ol | HCID 14025336 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22291260 | HCID 22291260 | 91% |
Reaction Steps
60% sodium hydride (0.30 g) was added to a solution of the compound (1.66 g) obtained in Step 2 in anhydrous dimethylformamide (8 mL) under cooling with ice-water, and stirred at room temperature for thirty minutes under nitrogen atmosphere. 4-fluorobenzonitrile (0.91 g) was added to the mixture and stirred at room temperature for two days. The resulting mixture was poured into water (30 mL) and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (Chromatorex NH™)(eluent; ethyl acetate:hexane=1:1) to obtain the titled compound (2.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06956046B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-64ee7387227c469bb4f95639bb897112 |
| Source note | uspto-grants-2005_10 |