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25.6.6.4.5 Variation 5: Vilsmeier–Haack Formylation in a Fluorous/Organic Amphiphilic Ether Solvent

DOI: 10.1055/sos-SD-025-00443

Schall, A.; Reiser, O.Science of Synthesis, (200725621.

The forcing reaction conditions and the strongly acidic reaction media encountered in the VilsmeierHaack reaction require high-boiling, chemically inert solvents (e.g., 1,2-dichlorobenzene). Alternatively, the fluorous/organic amphiphilic ether F-626 (1H,1H,2H,2H-perfluorooctyl 1,3-dimethylbutyl ether) offers the additional advantage of facile isolation of the products due to effective phase separation (Table 10).[‌83‌]

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Meeee Me8 Meeeee (%) Meeeeeee (%) Mee
M-888 8,8-eeeeeeeeeeeeeee ee M-888
8 8,8-(MeM)8M8M8 88 88 88 [‌88‌]
8 8-Me8MM8M8 88 88 88 [‌88‌]
8 88e 88 88 [‌88‌]

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8,8-Meeeeeeeeeeeeeeeeeeee (Meeee 88, Meeee 8); Meeeeee Meeeeeeee Meeee M-888:[‌88‌]

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References


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