HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorobutyryl chloride → HCID 67427949, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Benzyl-N-isopropylpiperidin-4-amine | HCID 10728310 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67427949 | HCID 67427949 | 35% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of 4-chlorobutyryl chloride (5.3 mL, 47.4 mmol) in dichloromethane (400 mL) was added dropwise to a mixture of 1-benzyl-4-(isopropylamino)piperidine (10 g, 43.07 mmol) and DIPEA (9.0 mL, 51.7 mmol) in dichloromethane (200 mL) at 0° C. The reaction mixture was stirred at 0° C. for 15 min and then at room temperature for 2 h. The solution was then washed with saturated sodium bicarbonate, brine, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography (ethyl acetate/hexane/triethylamine: 42.5/56.5/1) to give 5.0 g of the title intermediate as viscous oil (35% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08080565B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-ffcbce8fef96460596683fc42701b3b0 |
| Source note | uspto-grants-2011_12 |