HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzoyl chloride → Benzamide, N-(1-acetyl-4-piperidinyl)-4-fluoro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Acetyl-4-aminopiperidine hydrochloride | HCID 17221642 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzamide, N-(1-acetyl-4-piperidinyl)-4-fluoro- | HCID 9816738 | 53,342.699% |
Reaction Steps
To a suspension of 1-acetyl-4-aminopiperidine hydrochloride (715 mg) in dichloromethane (7 ml) were added diisopropylethylamine (1.83 ml) and a solution of 4-fluorobenzoyl chloride (0.83 mg) in dichloromethane (2 ml) at ambient temperature. After stirring for 6.5 hours, the reaction mixture was diluted with dichloromethane and washed with water, saturated aqueous sodium hydrogen carbonate, and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. A residue was purified by column chromatography (silica gel 50 ml, dichloromethane:methanol=50:1 to 10:1). After rinse with diisopropyl ether, N-(1-acetylpiperidin-4-yl)-4-fluorobenzamide (738 mg) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06710043B1 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-b1bfce6118a44d519d26676af9fb78b1 |
| Source note | uspto-grants-2004_03 |