Yl. Teplenicheva et al., ETHYL 2-(ALPHA-HYDROXYHEXAFLUOROISOPROPYL)ACRYLATE AS A POTENTIAL PRECURSOR OF FLUORINE-CONTAINING AND SULFUR-CONTAINING CH-ACIDS, Russian chemical bulletin, 46(4), 1997, pp. 755-758
The reactivity of ethyl 2-(alpha-hydroxyhexafluoroisopropyl)acrylate (
1) was studied. The addition of thioacetic acid to compound 1 occurs a
t 20 degrees C, while reactions with thiols proceed only at 120 degree
s C and are accelerated in the presence of an acid catalyst. Dealkylat
ion of acrylate 1 with iodotrimethyisilane affords ro-3-hydroxy-2-iodo
methyl-3-trifluoromethylbutyric acid, which served as the starting com
pound for the synthesis of 4-trifluoro-2-iodomethyl-3-trifluoromethylb
utyroyl chloride, a potential precursor of alicyclic fluorine- and sul
fur-containing CH-acids.