Phosgene → HCID 11003433, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6.9 g of 1,2,4-triazole, 100 mL of toluene, 14.3 g of ethyl 2-(4phenoxyphenyl)lactate, and 20 g of triethylamine was heated to 103° C. to dissolve the triazole and then cooled to -60° C. Phosgene (6.4 g) was added at 57°-60° C. over 2.5 h. After holding the reaction mixture at 59°-60° C. for 1.25 h, the reaction mixture was cooled to -5° C. Ice (100 g) was added, and the temperature dropped to -8° C. The aqueous layer was separated and extracted one time with 15 mL of toluene. The organic layers were combined and washed with cold water (2 times with 25 mL), dried (MgSO4), filtered, and evaporated in vacuo to yield 19.6 g of the title compound as a viscous oil. 1H NMR (300 MHz, CDCl3): δ8.85 (s, 1H), 8.08 (s,1H), 7.59-7.00 (m, 11H), 4.25 (m,2H), 2.18 (s,3H), 1.23 (t,3H).

Provenance & Evidence