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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469154Generated: October 25, 2026

Methacrylic Acid → 1-Ethoxyethyl Methacrylate (stabilized with MEHQ)

https://huagongshe.com/reaction/469154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethacrylic AcidHCID 4093—
ReactantPhenothiazineHCID 7108—
ReactantEthyl vinyl etherHCID 8023—
ReactantSodium SulfateHCID 24436—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
ReactantSodium BicarbonateHCID 516892—
Product1-Ethoxyethyl Methacrylate (stabilized with MEHQ)HCID 20193345—

Reaction Conditions

Temperature25 °C

Reaction Steps

In 144.2 parts by weight (2 mol equivalent) of ethylvinyl ether, 0.5 parts by weight of phenothiazine were added. Then, 86.1 parts by weight (1 mol equivalent) of methacrylic acid were added dropwise while cooling the reaction system at 10° C. or less, and the mixture was stirred for 4 hours at room temperature (25° C.). After adding 5.0 parts by weight of pyridinium p-toluenesulfonate, the mixture was stirred for 2 hours at room temperature and allowed to stand overnight at room temperature. To the reaction solution, 5 parts by weight of sodium hydrogen carbonate and 5 parts by weight of sodium sulfate were added, and the mixture was stirred for 1 hour at room temperature. After removing insoluble substances by filtering, the resultant solution was concentrated under reduced pressure at 40° C. or lower. The residue, a yellow oily substance, was distilled under reduced pressure, thereby obtaining a colorless oily substance, i.e., 134.0 parts by weight of 1-ethoxyethyl methacrylate (MAEVE) as a fraction having a boiling point (b.p.) of 43 to 45° C. at 7 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08628907B2
Source datasetuspto-grants-2014_01
ORD IDord-04a524dad57441f386aec8bb530611e2
Source noteuspto-grants-2014_01