Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acetoxyacetyl chloride | HCID 26297 | — |
| Reactant | 1-(5-Bromo-3-(tert-butyl)-2-methoxyphenyl]piperazine | HCID 58909960 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67138121 | HCID 67138121 | — |
Reaction Steps
Acetoxyacetyl chloride (0.14 ml) was added to a solution of 1-[5-bromo-3-(tert-butyl)-2-methoxyphenyl]piperazine (360 mg) and triethylamine (0.31 ml) in CH2Cl2 (5 ml) while cooling on ice and the mixture was brought to room temperature and stirred for 1 hour. After quenching the reaction with brine, extraction was performed with ethyl acetate to yield a crude product of 2-{4-[5-bromo-3-(tert-butyl)-2-methoxyphenyl]piperazino}-2-oxoethyl acetate as a red oil. This crude product was dissolved in methanol (2.5 ml) and potassium carbonate (167 mg) was added. After 15 minutes, brine was added, extraction was performed with ethyl acetate, the extract was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (285 mg) as light orange crystals (67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07244730B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-68ed802f23ef4ddd88c992f39dcf9e51 |
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| Source note | uspto-grants-2007_07 |
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