HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69117Generated: October 29, 2026
Triethylamine → tert-butyl (3R)-4-(4-ethoxybutyl)-3-methylpiperazine-1-carboxylate
https://huagongshe.com/reaction/69117
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (R)-1-Boc-3-methylpiperazine | HCID 2756811 | — |
| Reactant | 4-Ethoxybutyl 4-methylbenzene-1-sulfonate | HCID 86694322 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-butyl (3R)-4-(4-ethoxybutyl)-3-methylpiperazine-1-carboxylate | HCID 86694321 | 93.7% |
Reaction Steps
A mixture of 3 g of 4-ethoxybutyl p-toluenesulfonate, 2.65 g of tert-butyl (3R)-3-methylpiperazine-1-carboxylate, 3.07 mL of triethylamine, and 30 mL of acetonitrile was stirred at 90° C. for 3 hours. The reaction mixture was poured into a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol) to obtain 3.1 g of tert-butyl (3R)-4-(4-ethoxybutyl)-3-methylpiperazine-1-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822448B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-7a16a80309be49a386bd3f3d8860fd8b |
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| Source note | uspto-grants-2014_09 |
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