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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400052Generated: November 2, 2026

Methyl chloroacetate → (4-Methylpiperazin-1-yl)acetic acid

https://huagongshe.com/reaction/2400052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroacetateHCID 7295—
ReactantTriethylamineHCID 8471—
Reactant1-MethylpiperazineHCID 53167—
SolventTolueneHCID 1140—
Product(4-Methylpiperazin-1-yl)acetic acidHCID 276273270%

Reaction Conditions

Temperature70 °C

Reaction Steps

165 g of methyl 2-chloroacetate are dropped into a solution of 152 g of N-methylpiperazine and 212 ml of triethylamine in 1.5 l of toluene, with stirring and under inert gas atmosphere; then the reaction mixture is heated to 70° C. for 4 hours. After that, the reaction mixture is cooled to room temperature, the resulting precipitate is filtered and washed on the filter with 100 ml of toluene. The resulting organic solution is extracted with water (5×200 ml) and the combined organic extracts are refluxed for about 20 hours, then water is distilled off under reduced pressure. The residue is crystallized from isopropanol, to obtain 168 g of 2-(N-methylpiperazino) acetic acid, m.p. 160°-161° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05453423
Source datasetuspto-grants-1995_09
ORD IDord-40c02bf9e27b490d9581999e62787e3b
Source noteuspto-grants-1995_09