HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → 2-Chloro-1-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (2R,5S)-1-(4-fluorobenzyl)-2,5-dimethylpiperazine | HCID 23405839 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Chloro-1-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-ethanone | HCID 11358461 | 86% |
Reaction Steps
To a solution of (2R, 5S)-1-(4-fluoro-benzyl)-2,5-dimethyl-piperazine (2.5 g, 11.25 mmol) in dry dichloromethane (11 ml) at 0° C. was added triethylamine (1.57 ml, 11.2 mmol) followed by chloroacetyl chloride (0.858 ml, 11.2 mmol). The resulting reaction mixture was stirred for 30 minutes. The reaction was then filtered through a pad of celite, washed with dichloromethane and the resulting filtrate was concentrated to give a yellow oil Chromatography on silica get gave the title compound (2.84 g, 86% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06649611B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-46c22f7adc6e4dc785d5641d6e55f3a4 |
| Source note | uspto-grants-2003_11 |