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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant(R)-1-Boc-3-methylpiperazineHCID 2756811—
Reactant4-Ethoxybutyl 4-methylbenzene-1-sulfonateHCID 86694322—
SolventAcetonitrileHCID 6342—
Producttert-butyl (3R)-4-(4-ethoxybutyl)-3-methylpiperazine-1-carboxylateHCID 8669432193.7%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822448B2
Source datasetuspto-grants-2014_09
ORD IDord-7a16a80309be49a386bd3f3d8860fd8b
Source noteuspto-grants-2014_09