The Vespiary

The Hive => Novel Discourse => Topic started by: bottleneck on October 01, 2002, 12:40:00 PM

Title: How do you condense a halide with a methyl ester?
Post by: bottleneck on October 01, 2002, 12:40:00 PM
Regarding the SynGen proposed syntheses of lysergic acid from abrine, I presume "E" stands for "ester"?

In route G6, they condense 2,3-dihalopropionic acid and a methyl ester.

http://syngen2.chem.brandeis.edu/sample-output/lysergic_G6.html (http://syngen2.chem.brandeis.edu/sample-output/lysergic_G6.html)



For example with methyl acetate, I guess the product should then be 2-(acetoxymethyl)-3-halopropionic acid.

Can anyone tell me which reaction would substitute a halo group with the methyl group of a methyl ester in this manner?