Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
31.22.1.3.1.3 Variation 3: Using Peracetic Acid

DOI: 10.1055/sos-SD-031-01513

Rück-Braun, K.; Priewisch, B.Science of Synthesis, (2007311341.

The oxidation of substituted anilines by peracetic acid, or a mixture of glacial acetic acid and 30% hydrogen peroxide, is another convenient method for the preparation of nitrosobenzenes.[‌81‌] This approach is especially useful in the case of 2,6-disubstituted anilines 63, where better yields of the corresponding nitrosoarenes 64 can often be obtained employing peracetic acid (Scheme 33)[‌81‌‌83‌] rather than Caro's acid. The reactions are carried out at room temperature or by gently heating the reaction mixture up to 80°C; however, when the substrates are highly hindered the reaction at room temperature may require up to 14 days to complete. Even so, several 3,5-disubstituted 4-nitrosobenzenesulfonic acids, valuable as spin traps, can be prepared by this method.[‌82‌,‌83‌]

Meeeee 88 Meeeeeeee ee Meeeeeeeee ee Meeeeeeee Meee[‌88‌‌88‌]

Meeeeeeeeee 88

M8 M8 M8 Meeeeeeeee Meeeeeeeeeeee Meeee (%) eee (°M) Mee
Me M Me ee, 88e M (MeMM) 88 888.8888 [‌88‌]
Me MM8Me Me MeMMe, ee, 88e M 88 e.e. [‌88‌]
Me MM8Me Me MeMMe, 88°M, 8e, ee, 8e M 88 e.e. [‌88‌]
Me MM8M Me MeMMe, ee, 88e M (MeMM) 88e >888°M [‌88‌]

e e.e.=eee eeeeeeee.

e M: Meeeeeeeeeeeeee eeee eeeeeeee eeeeee; M: Meeeeeeeeeeeeeeee.

e Meeeeeee ee eee eeeeee eeee.

Mee eee eeeeeeeee ee eeeeeeee-eeeeeeeeee eeeeeeeeee 88 eee 88 ee eeeeeeeeeeeee 88 eee 88, eeeeeeeeeeee, eee eee ee eeeeeeeeeeeeeeeeeeeee eeee, eeeeeeeee eeee eeeeeeeeeeeeeee eeeeeeeee eee 88 ee 88% eeeeeeee eeeeeeee, eee ee eeeeeeeeeeee (Meeeee 88).[‌88‌,‌88‌]

Meeeee 88 Meeeeeeee ee Meeeeeee-Meeeeeeeee Meeeeeeeee ee Meeeeeeeeeeeeeeeeeeee Meee[‌88‌,‌88‌]

Meeeeeeeeeee Meeeeeeee

Meeeee 8,8-Meeeeeee-8-eeeeeeeeeeeeeeeeeeeeeee (88, M8=M8=Me; M8=MM8Me):[‌88‌]

Meeeee 8-eeeee-8,8-eeeeeeeeeeeeeeeeeeeeeeee (88, M8=M8=Me; M8=MM8Me; 8.88e, 88.8eeee) eee 88% M8M8 (88.8eM, 888eeee) eeee eeeee ee e eeee ee MeMMe (8.88e, 88.8eeee) ee eeeeeee MeMM (88.8eM). Mee eeeeeee eee eeeeee ee 88°M eee 8e, eeee eeeeeee eee ee eeeeeeeeee 8e ee ee, eee eeee ee ee eeeeeeeee. Meee eee, eee eeeeeeeeeee eeeee eeee eee eeeeeeeee eee eeeeeeeee ee eeeeeeeeee eee eeee eeeeee eeee MeMM (88eM), MeMM (88eM), eeeeeee/Me8M (8:8; 88eM), eee MeMM (88eM) ee eeee eee eeeee eeeeeeee ee e eeee eeeeee eeeee; eeeee: 8.8e (88%).

References


Cookie-Einstellungen