1263101-72-9Relevant articles and documents
Development of a practical and efficient synthesis of chloromethyl 2-ethoxy-2-methylpropanoate
Ragan, John A.,Ide, Nathan D.,Cai, Weiling,Cawley, James J.,Colon-Cruz, Roberto,Kumar, Rajesh,Peng, Zhihui,Vanderplas, Brian C.
, p. 1402 - 1406 (2010)
An efficient synthesis of chloromethyl 2-ethoxy-2-methylpropanoate from 2-bromoisobutyric acid is reported. Four developments were key to this route: (i) a mild, base-mediated ethanolysis of a tertiary alkyl bromide, (ii) a sodium bisulfite purge of 2-methylacrylic acid, (iii) preparation of a thiomethyl ester via a formal Pummerer process with DMSO, and (iv) improved conversion of a thiomethyl ester to a chloromethyl ester through suppression of a competing chlorination pathway.