ABSTRACT

Ng et al. described the use of less expensive and industrially far better available epichlorohydrine instead of the bromo derivative,2 but in the experience of the authors of this book the synthesis could not be reproduced in good yields. Another nucleophilic route to EDOT-CH2OH, very similar to the scheme in Figure 12.2, utilizes 1-acetoxy-2,3-dibromopropane instead of epibromohydrin (Figure 12.3).3 Although formation of the undesirable isomer ProDOT-OH is omitted, the synthesis suffers from low yields (about 25%) in the nucleophilic substitution step.3