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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405660Generated: October 26, 2026

Acetone → MAU N,N-dimethylaminoethyl acrylate methyl chloride

https://huagongshe.com/reaction/405660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
Reactant11-(Methacryloylamino)undecanoic acidHCID 2764185—
ReactantDimethylaminoethyl acrylate methylchlorideHCID 22395581—
CatalystAzobisisobutyronitrileHCID 6547—
SolventMethanolHCID 887—
ProductMAU N,N-dimethylaminoethyl acrylate methyl chlorideHCID 131731619266.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

In 59.69 g of methanol were dissolved 18.52 g (68.77 mmol) of 11-methacrylamidoundecanoic acid (MAU), 1.48 g (7.64 mmol) of N,N-dimethylaminoethyl acrylate methyl chloride (Kohjin Co., Ltd.), and 0.31 g (1.89 mmol) of azobisisobutyronitrile (Nacalai Tesque, Inc.). The solution was deaerated by bubbling nitrogen for 60 minutes. The container was covered with a septum, and the polymerization was conducted by heating at 60° C. for 20 hours. After the completion of the polymerization reaction, the obtained solution was dropwise added into a large excess of acetone, and the resulting precipitate was collected by filtration under suction. After drying under reduced pressure, 9.43 g of random MAU/N,N-dimethylaminoethyl acrylate methyl chloride copolymer (90/10) was obtained (yield: 47.2%). The weight average molecular weight was 68000.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08753686B2
Source datasetuspto-grants-2014_06
ORD IDord-d3c3d716cd464371a9eb4951320aa495
Source noteuspto-grants-2014_06