Synthesis of stable, water-soluble chemiluminescent...

Details Synthesis of stable, water-soluble chemiluminescent... Synthesis of stable, water-soluble chemiluminescent...

C - Chemistry, Metallurgy

07

F

C07F 9/655 (2006.01)

Patent

CA 2130675

A novel synthesis of 1,2-dioxetane phosphate alkali metal salts and novel intermediates employed in this synthesis are dis- closed. 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 intermediate to give the corresponding 1,2-dioxetane cyanoe- thyl phosphate diester alkali metal salt, followed by .beta.-elimination of the cyanoethyl group using an alkali metal hydroxide or the like, gives the corresponding 1,2-dioxetane phosphate alkali metal salt.

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