HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 4-(4-(2-tert-butylphenyl)-piperazin-1-yl)-4-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Butanoic acid, 4-chloro-4-oxo-, methyl ester | HCID 73888 | — |
| Reactant | 1-(2-Tert-butylphenyl)piperazine | HCID 46941659 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-(4-(2-tert-butylphenyl)-piperazin-1-yl)-4-oxobutanoate | HCID 66750827 | 74% |
Reaction Steps
To a stirred solution at 0° C. of 1-(2-tert-butylphenyl)piperazine (0.218 g, 1.00 mmol) and triethylamine (0.303 g, 3.00 mmol) in methylene chloride (5.0 mL) was added methyl 4-chloro-4-oxobutanoate (0.171 g, 1.10 mmol) and the resulting reaction mixture was warmed to room temperature. After 2 h the reaction mixture was diluted with methylene chloride (10.0 mL), washed with water (20.0 mL), dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, 50% ethyl acetate/heptanes) to provide methyl 4-(4-(2-tert-butylphenyl)-piperazin-1-yl)-4-oxobutanoate (0.245 g, 74%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853215B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ad80c29007a44cfa9dbc767329aab329 |
| Source note | uspto-grants-2014_10 |