HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorobenzoyl chloride → HCID 15293229, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorobenzoyl chloride | HCID 8501 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(2-aminoethyl)-2-(3-methoxyphenyl)pyrrolidine | HCID 23361315 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15293229 | HCID 15293229 | 85% |
Reaction Steps
To a solution of N-(2-aminoethyl)-2-(3-methoxyphenyl)pyrrolidine (0.58 g) in acetonitrile (15 ml) was added milled potassium carbonate (1.10 g) followed by 4-chlorobenzoyl chloride (0.33 ml) at ambient temperature, under nitrogen. The reaction mixture was stirred for 1.5 hrs, diluted with dichloromethane, and filtered. The filter cake was washed with dichloromethane, and the combined filtrates were concentrated. The residue was purified by flash column chromatography (silica gel, 0-20% methanol/dichloromethane). The appropriate fractions were collected and concentrated to afford 0.80 g (85%) of product. Trituration with ether/petroleum ether gave the analytical sample, mp 96°-98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05591856 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-7e91b21527c14cea9beb820c9d6229a9 |
| Source note | uspto-grants-1997_01 |