Trichloroisocyanuric Acid → Methyl 2,2-dimethyl-3-oxopropanoate

Participants

Reaction Conditions

Reaction Steps

Methyl 3-hydroxy-2,2-dimethyl-propanoate (25.4 kg, 192.2 mol) and dichloromethane (241 L) are combined under a nitrogen atmosphere at RT with stirring. (2,2,6,6-Tetramethyl-piperidin-1-yl)oxyl (0.61 kg, 3.9 mol) is added and the reaction mixture is cooled to 0-5° C. Trichloroisocyanuric acid (31.2 kg, 134.5 mol) is added portionwise at 0-5° C. and the reaction mixture is stirred for 16-18 h at this temperature. The reaction is filtered and the filtercake is washed with dichloromethane (25.4 L) and the filtrate concentrated under reduced pressure below 50° C. 1,4-Dioxane (25.4 L) is added and the organic phase is concentrated under reduced pressure below 65° C. to obtain the title compound as a yellow liquid (127.8 kg, 77%) that is used without further purification.

Provenance & Evidence