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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509375Generated: October 31, 2026

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

https://huagongshe.com/reaction/1509375

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

To 144.2 parts (2 molar equivalents) of ethyl vinyl ether was added 0.5 parts of phenothiazine, and 86.1 parts (1 molar equivalent) of methacrylic acid was added dropwise while the reaction system was cooled at 10° C. or less, and then the mixture was stirred at room temperature (25° C.) for 4 hours. After 5.0 parts of pyridinium p-toluenesulfonate was added, the mixture was stirred at room temperature for 2 hours and allowed to stand overnight at room temperature. To the reaction solution were added 5 parts of sodium bicarbonate and 5 parts of sodium sulfate, and the mixture was stirred at room temperature for 1 hour, filtered off insolubles and then concentrated under reduced pressure at 40° C. or less, and the residual yellow oil was distilled under reduced pressure to give 134.0 parts of 1-ethoxyethyl methacrylate (MAEVE) as a colorless oil corresponding to a fraction having a boiling point (bp.) of 43 to 45° C. at 7 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09223211B2
Source datasetuspto-grants-2015_12
ORD IDord-f9908cda441345b2b869b6ae7160e776
Source noteuspto-grants-2015_12