HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [4-(2-Chloro-3-methylphenyl)piperazine-1-yl]-(3,4,5-trimethoxyphenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3,4,5-trimethoxy- | HCID 78282 | — |
| Reactant | 1-(2-Chloro-3-methylphenyl)piperazine | HCID 15124093 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [4-(2-Chloro-3-methylphenyl)piperazine-1-yl]-(3,4,5-trimethoxyphenyl)methanone | HCID 15434661 | 77.8% |
Reaction Steps
3,4,5-Trimethoxybenzoyl chloride (2.03 g, 8.8 mmol) in dichloromethane (10 mL) is added dropwise to a solution of 2-chloro-3-methylphenyl piperazine (1.98 g, 8.0 mmol) and triethylamine (4.5 mL, 32.0 mmol) in dichloromethane (90 mL) and stirred for 2 hours at room temperature. The reaction mixture is washed with water, dried (magnesium sulfate), and concentrated in vacuo. The resulting solid is purified by medium pressure liquid chromatography (MPLC) on silica gel eluting with 40% ethyl acetate/hexane to give 2.52 g of the title compound as a white solid; mp 156-159° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05965560 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-8bd5d283473644dbae95f722c100aeb1 |
| Source note | uspto-grants-1999_10 |