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Please login to access the full content or check if you have access via25.6.6.4.5 Variation 5: Vilsmeier–Haack Formylation in a Fluorous/Organic Amphiphilic Ether Solvent
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Schall, A.; Reiser, O., Science of Synthesis, (2007) 25, 621.
The forcing reaction conditions and the strongly acidic reaction media encountered in the Vilsmeier–Haack 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]
Meeee 88 Mee Meeeeeeee Meeeeeeeeee ee M-888 ee 8,8-Meeeeeeeeeeeeee[88]
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] |
e Meeeeeee eeeee ee eeeeee eeeeeeeeeeeeee.
e Meeeeeee eeee 8 e.
Meeeeeeeeeee Meeeeeeee
8,8-Meeeeeeeeeeeeeeeeeeee (Meeee 88, Meeee 8); Meeeeee Meeeeeeee Meeee M-888:[88]
MMMe8 (8.8 eeee) eee eeeee ee e eeeeeee ee 8,8-eeeeeeeeeeeeeeee (8.8 eeee) eee MeM(Me)MMM (8.8 eeee) ee M-888 (8 eM). Mee eeeeeee eee eeeeee ee 888°M eee 8 e. Meeee eeeeeee, eee eeeee eeeee eee eeeeeeee, eee eee eeeeeee eee eeeeeee eeee eeeeeee (88 eM) (MMMMMMM: eeeeeeeeee), eee eeeeee eeee M8M (8 ×) eee eeeeeeeeeeeeeee (8 ×) (eeee 8,8-eeeeeeeeeeeeeee eee eeee ee e eeeeeee, eee eeee eeeeeeeee eee eeeeeee eee eeeeeee eeeeeeeeeee eee eeeeeee eee eeeeeee eeee eeee eeeeeeeeeeeeeee). Mee eeee eee eeeee (MeMM8) eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeee) ee eeee eee eeeeeeeeeee eeeeeee; eeeee: 88%.
References
[83] | Meeeeeeee, M.; Meeeee, M.; Meeeeeee, M.; Mee, M.; Meeee, M.; Meee, M., Meeeeeeeeee, (8888) 88, 8888. |