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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308112Generated: November 3, 2026

Methacrylic Acid → 11-Bromoundecyl methacrylate

https://huagongshe.com/reaction/2308112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethacrylic AcidHCID 4093—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant11-Bromo-1-undecanolHCID 74163—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product11-Bromoundecyl methacrylateHCID 19370298.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

19.2 g (76.4 mmol) 11-bromo-1-undecanol, 7.2 g (84.1 mmol) methacrylic acid and 1.03 g (8.4 mmol) 4-dimethylaminopyridine were dissolved in 157 ml dichloromethane. The solution was subsequently cooled to 0° C. and then a solution of 17.4 g (84.2 mmol) dicyclohexylcarbodiimide in 80 ml dichloromethane was added dropwise at 0° C. over a period of 45 minutes. The reaction mixture was allowed to warm to room temperature, stirred for 19 hours and filtered. The filtrate was concentrated by evaporation. The residue was purified by chromatography using a silica gel column (170 g) and toluene as eluant to give 19.3 g (98.4%) 2-methylacrylic acid 11-bromoundecyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06833421B1
Source datasetuspto-grants-2004_12
ORD IDord-ea0edd11bfde48fc86d381479c5dd8ca
Source noteuspto-grants-2004_12