Synthesis of stable, water-soluble chemiluminescent 1,2-dioxetanes and intermediates therefor

Abstract From the Canadian patent

A novel synthesis of 1,2-dioxetane phosphate alkali metal salts and novel intermediates employed in this synthesis are disclosed. A hydroxyaryl enol ether alkali metal salt having formula (1) wherein , T can be an unsubstituted or substituted adamant- 2'-ylidene group, R3 can be a methyl group Y can be a phenyl group and M+ can , be a sodium cation is reacted with a phos-, phorohalidate to give the corresponding enol ether ethylene phosphate which , is then reacted with an alkali metal cyanide to give the corresponding enol ether cyanoethyl phosphate diester alkali metal salt intermediate. Singlet oxygen addition to this enol ether cyanoethyl phosphate diester alkali metal salt …