Enhanced Acrylate Production from 2-Acetoxypropanoic Acid Esters

Iman Nezam, Lars Peereboom, Dennis J. Miller

Research output: Contribution to journalArticle

Abstract

Reaction conditions and reactor geometry for producing acrylates in high yield from lactic acid-derived 2-acetoxypropanoic acid (APA) esters are presented. An acrylate ester yield of 75% is achieved from methyl and benzyl APA esters at 550 °C in a fixed bed reactor filled with nonporous silica particles, carbon dioxide as a diluent gas, and acetic acid as a co-feed with the APA ester. The yield from methyl and benzyl APA esters is remarkably higher than from ethyl or butyl esters of APA, which have hydrogen atoms on the β-carbon of the ester functional group and thus can undergo alkene elimination, leading to reduced acrylate yield. Under optimum conditions, APA conversion to acrylates is stable over 30 h of continuous operation with little carbon deposition on the contact material.

LanguageEnglish (US)
Pages715-719
Number of pages5
JournalOrganic Process Research and Development
Volume21
Issue number5
DOIs
StatePublished - May 19 2017

Profile

acrylates
esters
Esters
acids
Acids
Acrylates
Carbon
reactors
diluents
lactic acid
carbon
Alkenes
acrylic acid
acetic acid
Carbon Dioxide
Silicon Dioxide
Acetic Acid
Functional groups
alkenes
carbon dioxide

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Enhanced Acrylate Production from 2-Acetoxypropanoic Acid Esters. / Nezam, Iman; Peereboom, Lars; Miller, Dennis J.

In: Organic Process Research and Development, Vol. 21, No. 5, 19.05.2017, p. 715-719.

Research output: Contribution to journalArticle

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